Perfume - Jordi Labs
Perfume: Generic vs. Name Brand
CASE STUDY Perfume: Generic vs. Name Brand
PROBLEM A personal care products formulation lab was trying to understand how their version of a popular designer perfume compared to the “real thing”. Sensory tests demonstrated that the scent of their version faded more quickly, and that their product dried the skin. Jordi’s role was to determine the source of the unfavorable effects to aid them in improving their formula. ANALYTICAL STRATEGY After an initial consultation call to understand the customer’s ultimate goals for the investigative analysis, Jordi Labs prepared a thorough technical proposal detailing a tailored series of recommended analytical techniques and their applicability to solving the customer’s problem. The final analytical approach agreed to by both parties is outlined below. GC-FID was used to screen for the relative quantity of alcohol between the two products and to screen for other potential volatiles. A greater alcohol concentration can affect drying of the skin. DMS was used to compare the chemistry of the oils and fragrance package in the two materials. This technique is not strictly quantitative, but an estimation of relative quantities between the products was achieved by comparing peak areas. TGA was used to compare the percentage residuals, relating to inorganic sample components. CONCLUSIONS We found that the customer’s product had a notably higher alcohol content and different fragrance package as compared to the competitive product. Read the following report to see the full analysis.
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E C I A L ISSOLUTIONS T S I N L .I QUUNCOMPROMISING I D C H R O M A T OIGNTEGRITY R A P H Y. MS PATERIAL
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Tel: +1 (508) 966-1301 Fax: +1 (508) 966-4063
4 M i l l S t , B e l l i n g h a m , M A . 0 2 019 U S A
Final Report Jordi Labs Perfume Analysis
Date: 06/30/10 Prepared by: Dr. Mark Jordi President Jordi Labs LLC Report Number: J4916
Jordi Labs Confidential
WEB: www.jordiflp.com | EM:
WEB: www.jordilabs.com
[email protected]
EMAIL: [email protected]
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June 30, 2010 Your Name Here Your Company Name Here
P: xxx-xxx-xxx E: [email protected]
Dear Client, Please find enclosed the test results for your sample described as: 1. Designer – Original Designer Product 2. Imitation – Imitation Product The following tests were performed: 1. Desorption Mass Spectroscopy (DMS) 2. Thermogravimetric Analysis (TGA) 3. Gas Chromatography - Flame Ionization Detector (GC-FID)
Objective The objective of this work is to compare a designer and an imitation perfume. Special attention is paid to sources of fragrance longevity and materials which may cause drying of the skin.
Summary of Results The perfumes were found to contain similar components by DMS. The Designer sample was found to contain some additional fragrance components and a UV-B absorber. The Imitation sample was found to contain isopropyl myristate, which is reported to be an emollient. GCFID and TGA were able to show the composition differences in the samples. The Designer sample was found to contain larger fragrance content, and correspondingly a lower amount of ethanol.
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Individual Test Results A summary of the individual test results is provided below. All accompanying data, including spectra, has been included in the data section of this report.
DMS: – The fragrance mixture and other volatile sample components were investigated by DMS. The samples were analyzed using an injection port temperature of 310ºC. Identifications are based on comparison with the NIST spectral library of over 147,350 compounds. Match quality is based on a 1000 scale with a perfect match indicted by a score of 1000. Table I contains a list of the components that were detected in each sample.
Table I DMS Results
X X X X
Retention Time (minutes) 3.2 4.3 5.6 (α), 6.0 (β) 6.1 6.6
Apparent Purpose Solvent Carrier Fragrance Fragrance Fragrance
X
X
7.3
Fragrance
X X X X
X X X X
7.8 7.9 8.4 8.2 8.6 8.7
Fragrance Fragrance Fragrance Fragrance Fragrance Fragrance
X
X
8.9
Fragrance
X X X X X X X X X
X X X X X X X X X X
9.1 9.8 9.9 10.1 10.8 11.0 12.3 12.3 12.9 12.6 13.4 13.5
Fragrance Fragrance Fragrance Fragrance Fragrance Fragrance
Component
Designer
Imitation
Ethanol Propylene glycol Pinene Myrcene Limonene 3,7-dimethyl-1,6-Octadien-3ol (Linalool) Laevo-camphor Benzyl Acetate Estragole Turpineol Benzene propanol Citronellol 3,7-dimethyl-2aminobenzoate-1,6-octadien3-ol (E)-citral 2,6-dimethyl-2,6-octadiene Neryl Acetate Geranyl Acetate Vanillin Coumarin Diethyl phthalate Cedrol Methyl dihydrojasmonate Cubenol Nuciferol Benzyl Benzoate
X X X X
Fragrance Fragrance Fragrance Fragrance Stabilizer
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X X
Retention Time (minutes) 13.8 13.8
Apparent Purpose Fragrance Emollient
X
14.0
Fragrance
X X X X
X X X
14.4 14.8 15.3 15.5
Octyl methoxycinnamate
X
17.3
Cinnamyl cinnamate
X
17.9
Fragrance Fragrance Fragrance Fragrance UV-B absorber Fragrance
Component
Designer
Imitation
Cedryl acetate Isopropyl Myristate 6,7-diethyl-1,2,3,4tetrahydro-1,1,4,4tetramethyl-naphthalene Versalide Isophytol Musk ketone Ethylene brassylate
X
* X indicates that a particular compound was detected in the sample.
TGA The sample was subjected to TGA analysis over the temperature range from ambient to 1000ºC. The samples were analyzed under nitrogen. Analysis results are shown in Table II. The decomposition of the Designer sample took place in three steps. The large initial weight loss is most likely due to loss of the ethanol solvent which accounted for approximately 85% of the total sample. The remaining two losses can be attributed to evaporation and thermal degradation of the fragrance components. The thermogram for the Imitation sample only exhibited two recognizable weight losses. Again the first can be attributed to the loss of ethanol, and the second to the loss of fragrance components. The major difference between the two samples is the relative amount of loss observed in each portion. The Imitation sample lost 94% at low temperature as compared to 84% for the Designer sample. This observation agrees with data from GC-FID, confirming that the Imitation sample contains more ethanol and less of the fragrance components. The Imitation sample was also observed to contain slightly more (~0.3%) residual inorganic material.
Sample Designer Imitation
Weight Loss Step 1 2 3 1 2
Table II TGA Weight Loss Weight Loss Total % Weight % Loss 84.97 10.40 99.49 4.123 93.82 99.15 5.333
% Residual 0.51 0.85
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Designer - Red Imitation - Blue
Figure I – Overlay of TGA thermograms.
GC-FID GC-FID was used to screen the samples for the relative quantity of the solvent and other volatile materials. The Imitation sample was observed to contain a larger amount of ethanol than was observed for the Designer sample. This conclusion is based on the observed peak area of the peak at 2.5 minutes retention time. Figure II contains an overlay of the GC-FID chromatograms in this region.
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Designer - Red Imitation - Blue
Figure II – Overlay of GC-FID chromatograms in the solvent region. Additional components, including the fragrances detected, were observed between 6 and 20 minutes retention time. All components observed in the Imitation sample appear at lower concentration than those observed in the Designer sample. Figure III contains an overlay of sample chromatograms in this region. Designer - Red Imitation - Blue
Figure III – Overlay of GC-FID chromatograms in the fragrance region.
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Analysis Conditions DMS The samples were analyzed using a Hewlet 5890 gas chromatograph in conjunction with a 5972 mass selective detector and a thermal desorption attachment. Data acquisition was accomplished using chemstation software. Sample peaks were compared with over 147,350 reference compounds using the NIST/EPA/NIH mass spectral search program. A blank run was used immediately before analysis of the samples to ensure the absence of contaminants. The sample was analyzed in duplicate to confirm the repeatability of the results. Sample Size = 0.1µL Initial Delay = 2.0 minutes Initial Temperature: 50ºC Final Temperature: 320ºC Temperature Ramp Rate 1: 15ºC per minute Injector Port Temperature: 310ºC Detector Temperature: 310ºC Injector Split = NA Mass Range: Low Mass = 29, High Mass = 550
TGA Analysis of samples was accomplished using a TA 500 Thermogravimetric Analyzer in combination with TA Universal Analysis software. Approximately 30mg of the sample was weighed into a platinum weigh boat for each analysis. Samples were run under a nitrogen atmosphere and heated from ambient to 1000°C at a rate of 20°C per minute. GC-FID The samples were analyzed directly using an HP 5890a gas chromatograph in conjunction with a flame ionization detector. Data acquisition was accomplished using chemstation software. A blank run was used immediately before analysis of the samples to insure the absence of contaminants. The following run conditions were applied for Gas Chromatographic analysis: Injection Size = 1uL Initial Temperature: 50ºC Final Temperature: 320ºC Temperature Ramp Rate 1: 15ºC per minute Injector Port Temperature: 310ºC Detector Temperature: 320ºC
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Injector Split = NA Column = RTX-5MS 30m x .25mm
Closing Comments Deformulation of an unknown material is intended to provide a best estimate of the chemical nature of the sample. All chemical structures are supported by the evidence presented but are subject to revision upon receipt of additional evidence. Additional factors such as material processing conditions may also affect final material properties. Jordi Labs’ reports are issued solely for the use of the clients to whom they are addressed. No quotations from reports or use of the Jordi name is permitted except as authorized in writing. The liability of Jordi Labs with respect to the services rendered shall be limited to the amount of consideration paid for such services and do not include any consequential damages. Jordi Labs specializes in polymer testing and has 25 years experience doing complete polymer deformulations. We are one of the few labs in the country specialized in this type of testing. We will work closely with you to help explain your test results and solve your problem. We appreciate your business and are looking forward to speaking with you concerning these results. Sincerely,
Mark Jordi Mark Jordi, Ph. D. President Jordi Labs LLC
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Appendix Table of Contents • • •
Pages 10-95 – DMS Data Page 96-100 – TGA Data Page 101-103 – GC-FID Data
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DMS RESULTS Designer
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File : Operator : Acquired : Instrument : Sample Name: Misc Info : Vial Number: Abundance
C:\HPCHEM\1\DATA\2010\JOB2010\EXPDEF\Designer.D KR 5 Jun 2010 21:35 using AcqMethod DESORP2 DMS Instr Designer .1ul desorp2 inj 310 ramp 50-320 15C/min 100 TIC: Designer3.D
3.46
4400000 4200000 4000000 3800000 3600000 8.99
3400000
12.86
7.37
3200000 6.60 3000000
15.54
13.03 10.82
2800000
12.34
2600000
8.76
11.08 10.16 10.63
2400000 2200000
6.88
13.26
11.46
8.37 8.00
2000000
13.75
6.03
1800000
15.32 14.41 14.79
17.30
14.36
1600000 1400000
13.36 13.92
10.30
1200000
9.84 10.49
6.11
13.99 13.58
1000000 9.95 7.84 9.10
800000
21.82
17.89
24.07
6.73
600000
16.44 400000
5.59
200000
Time-->
2.00
4.00
6.00
8.00
10.00
12.00
14.00
16.00
18.00
20.00
22.00
24.00
26.00
28.00
30.00
32.00
34.00
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** Search Report Page 1 of 1 ** Unknown: Scan 300 (3.464 min): Designer.D Compound in Library Factor = 475 31
100
50
45 29
0
40 41 42
33 20
23
26
29
32
35
38
46
43
41
47 44
47
50
53
56
59
56
59
56
59
Hit 1 : Ethyl alcohol C2H6O; MF: 921; RMF: 921; Prob 94.3%; CAS: 64-17-5; Lib: replib; ID: 551. 31
100
OH 45
50
27 0
24 25
22 20
23
26
46
29 30
28
26
32 33
29
32
3940 41 35
38
42
43
41
44
47
44
47
50
53
Hit 2 : Ethyl alcohol C2H6O; MF: 912; RMF: 913; Prob 94.3%; CAS: 64-17-5; Lib: mainlib; ID: 1334. 31
100
OH 45
50 29
27
0
24 25 20
23
26 26
46 30
28 29
41
33 32
35
38
41
42
43 44
47
44
47
50
53
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** Search Report Page 1 of 1 ** Unknown: Scan 486 (5.588 min): Designer3.D Compound in Library Factor = -110 93
100
50 77
41 53
29 0
67
105
121
87 20
30
40
50
60
70
80
136
207
90 100 110 120 130 140 150 160 170 180 190 200 210 220
Hit 1 : 1R-.alpha.-Pinene C10H16; MF: 947; RMF: 952; Prob 17.0%; CAS: 7785-70-8; Lib: replib; ID: 12053. 93
100
50 77
41 53 0
20
30
40
50
105
67 60
70
80
121
136
90 100 110 120 130 140 150 160 170 180 190 200 210 220
Hit 2 : .alpha.-Pinene C10H16; MF: 946; RMF: 953; Prob 16.3%; CAS: 80-56-8; Lib: mainlib; ID: 51652. 93
100
50 77 27 0
41 53 58
20
30
40
50
60
105
67 70
80
121
136
90 100 110 120 130 140 150 160 170 180 190 200 210 220
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** Search Report Page 1 of 1 ** Unknown: Scan 525 (6.033 min): Designer3.D Compound in Library Factor = -100 93
100
41
50
69 77
39 29 0
20
30
43 40
67
53 57 50
91
60
89
74 70
80
99
90
100
107 110
121 120
136 130
140
150
Hit 1 : .beta.-Pinene C10H16; MF: 941; RMF: 941; Prob 31.9%; CAS: 127-91-3; Lib: replib; ID: 11947. 93
100
41
50
69 27 29
0
20
30
79
39 43 40
53 50
67 60
70
91 107
80
90
100
110
136
121 120
130
140
150
Hit 2 : Bicyclo[3.1.1]heptane, 6,6-dimethyl-2-methylene-, (1S)C10H16; MF: 939; RMF: 944; Prob 29.4%; CAS: 18172-67-3; Lib: replib; ID: 11958. 93
100
50
41 69 39 27
0
20
30
43 40
79
67
53 60
107
89
57 50
91
70
80
90
100
110
121
120
136 130
140
150
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** Search Report Page 1 of 1 ** Unknown: Scan 532 (6.113 min): Designer3.D Compound in Library Factor = 125 41
100
93 69 50 39 29 0
20
30
43 40
53
91
79
67
100 107
85 50
60
70
80
90
100
110
121 120
136 130
140
150
Hit 1 : .beta.-Myrcene C10H16; MF: 913; RMF: 915; Prob 53.6%; CAS: 123-35-3; Lib: mainlib; ID: 3407. 41
100
93
69
50 27
39 53
29 0
20
30
40
79
67
43
91
107
74 50
60
70
80
90
100
110
121 120
136 130
140
150
Hit 2 : .beta.-Myrcene C10H16; MF: 897; RMF: 899; Prob 53.6%; CAS: 123-35-3; Lib: replib; ID: 1200. 41
100
93 69
50
27
39
67
53 43
0
20
30
40
79
65 50
60
91 107
89 70
80
90
100
110
121 120
136 130
140
150
Page 16 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 575 (6.604 min): Designer3.D Compound in Library Factor = -103 68
100
93 50 39
79
53
77 51 55
29 0
37 20
30
50
121
136
89
74
40
107
65 60
70
80
154
90
100
110
120
130
140
150
160
150
160
150
160
Hit 1 : Limonene C10H16; MF: 935; RMF: 936; Prob 21.9%; CAS: 138-86-3; Lib: replib; ID: 7399. 68
100
93
39 50
41
27
53
79 77
29 0
51
20
30
40
50
136
121
89
58
32
107
65
55 60
70
80
90
100
110
120
130
140
Hit 2 : D-Limonene C10H16; MF: 931; RMF: 931; Prob 18.5%; CAS: 5989-27-5; Lib: replib; ID: 7415. 68
100
93
50 41
27 0
32 20
30
43 40
79 77 81 74
53 51 55 50
65 60
70
80
107
136
121
89 90
100
110
120
130
140
Page 17 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 586 (6.730 min): Designer3.D Compound in Library Factor = -371 100
29
50
41
32 0
83
55
100
20
93
67 40
60
80
107
100
121 120
136
156
140
207
160
180
200
253 220
240
260
220
240
260
220
240
260
Hit 1 : 2-Butenoic acid, 3-methyl-, 2-methylpropyl ester C9H16O2; MF: 818; RMF: 858; Prob 21.2%; CAS: 30434-54-9; Lib: mainlib; ID: 40872. 83
100
O
50 29 39
0
100
55
67 20
40
60
O 156
113 80
100
120
140
160
180
200
Hit 2 : 3-Methyl-2-butenoic acid, heptyl ester C12H22O2; MF: 815; RMF: 846; Prob 18.7%; Lib: mainlib; ID: 41622. 83
100
O 29
50
100
55
O
41
69 0
20
40
60
198
113 80
100
120
140
160
180
200
Page 18 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 599 (6.878 min): Designer3.D Compound in Library Factor = 165 93
100
91 50
77 39 43 29
0
20
30
51 55
65
83
74 40
50
60
70
136
121
79
80
105 89
125
90
100
110
120
130
140
150
Hit 1 : 1,4-Cyclohexadiene, 1-methyl-4-(1-methylethyl)C10H16; MF: 947; RMF: 956; Prob 28.7%; CAS: 99-85-4; Lib: replib; ID: 12042. 93
100
91 50
77
27 0
20
30
39 43
40
51 50
105
65
55 60
136
121
79 89 70
80
90
100
110
120
130
140
150
Hit 2 : 1,4-Cyclohexadiene, 1-methyl-4-(1-methylethyl)C10H16; MF: 946; RMF: 962; Prob 28.7%; CAS: 99-85-4; Lib: replib; ID: 12040. 93
100
50 77 27
39 43
0
20
30
40
50
65
55 60
105
89 70
80
90
136
121
79 51
29
91
100
110
120
130
140
150
Page 19 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 642 (7.369 min): Designer3.D Compound in Library Factor = 178 71
100 43
93
55 50
69 39 53
29 0
30
40
121
83
51
31 20
80
67
96
86
50
60
70
80
90
100
107 110
136
125 120
130
140
154 150
160
Hit 1 : 1,6-Octadien-3-ol, 3,7-dimethylC10H18O; MF: 918; RMF: 918; Prob 74.5%; CAS: 78-70-6; Lib: mainlib; ID: 30690. 71
100
41
93 55
50
69 39
27
20
30
80 83
67
53 59 65 45 51
31 0
OH
40
50
60
121 96
70
80
90
100
107 110
127 120
130
136 140
154 150
160
Hit 2 : 1,6-Octadien-3-ol, 3,7-dimethylC10H18O; MF: 915; RMF: 919; Prob 74.5%; CAS: 78-70-6; Lib: replib; ID: 8161. 71
100
93
41 55
50
OH
69 80
39
27 0
31 20
30
40
67
53 59 65 51 45 50
60
121
83 96
70
80
90
100
107 110
127 120
130
136 140
150
160
Page 20 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 683 (7.837 min): Designer3.D Compound in Library Factor = 141 95
100 41
81
55
50
69 108 152
29 32 0
20
119 40
60
80
100
120
137 140
253
207 160
180
200
220
240
260
Hit 1 : Bicyclo[2.2.1]heptan-2-one, 1,7,7-trimethyl-, (1S)C10H16O; MF: 942; RMF: 967; Prob 43.8%; CAS: 464-48-2; Lib: mainlib; ID: 53149. 95
100 81 41
50
55
O
69
108 152
27 0
123 20
40
60
80
100
120
137 140
160
180
200
220
240
260
200
220
240
260
Hit 2 : Camphor C10H16O; MF: 928; RMF: 936; Prob 27.4%; CAS: 76-22-2; Lib: replib; ID: 12335. 95
100
41
81 50 55
69
O
108 152
27 0
121 20
40
60
80
100
120
137 140
160
180
Page 21 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 697 (7.997 min): Designer3.D Compound in Library Factor = 336 108
100
91 43 50 79 39 0
63
29 20
30
40
150
65
51
50
60
69 74 70
95
85 80
90
121 100
110
120
138 130
140
150
160
Hit 1 : Acetic acid, phenylmethyl ester C9H10O2; MF: 944; RMF: 949; Prob 89.2%; CAS: 140-11-4; Lib: replib; ID: 14560. 108
100 O 91 O 50
43 150
79
0
27 31 20
30
65
51
39
63
40
50
60
74 70
86 80
90
100
110
120
130
140
150
160
Hit 2 : Acetic acid, phenylmethyl ester C9H10O2; MF: 933; RMF: 938; Prob 89.2%; CAS: 140-11-4; Lib: mainlib; ID: 64787. 108
100
O 91
43
O
50
150
79
0
27 31 20
30
39 41 45 40
51
50
77
65 63 60
74 70
86 80
90
100
110
120
130
140
150
160
Page 22 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 730 (8.374 min): Designer3.D Compound in Library Factor = 342 148
100
50
121
77 91 39
0
29 20
51 55
40
105
133
63 74
60
253 80
100
120
140
160
180
200
220
240
260
220
240
260
220
240
260
Hit 1 : Estragole C10H12O; MF: 960; RMF: 962; Prob 75.2%; CAS: 140-67-0; Lib: replib; ID: 19656. 148
100
50
121 77
27 0
20
39
51
40
63 60
91
105
133 O
74 80
100
120
140
160
180
200
Hit 2 : Estragole C10H12O; MF: 959; RMF: 972; Prob 75.2%; CAS: 140-67-0; Lib: mainlib; ID: 94865. 148
100
50
77
121 91
51 27 0
20
39 40
105
133
63
O
55 60
80
100
120
140
160
180
200
Page 23 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 764 (8.762 min): Designer3.D Compound in Library Factor = -107 41
100
69
55
50
81 95 31 109
0
123 129
20
40
60
80
100
120
138 140
156 160
253 180
200
220
240
260
200
220
240
260
240
260
Hit 1 : 6-Octen-1-ol, 3,7-dimethylC10H20O; MF: 922; RMF: 924; Prob 31.9%; CAS: 106-22-9; Lib: mainlib; ID: 3042. 41
100
69 HO 55
50
82 95
27
109 0
20
40
60
80
100
123 120
138 140
156 160
180
Hit 2 : 6-Octen-1-ol, 3,7-dimethyl-, (R)C10H20O; MF: 918; RMF: 921; Prob 26.9%; CAS: 1117-61-9; Lib: mainlib; ID: 28138. 69
100 41
50
55
OH 81
95
27 0
20
109
40
60
80
100
123 138 120
140
156 160
180
200
220
Page 24 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 784 (8.991 min): Designer3.D Compound in Library Factor = 170 43
100
93 41 50 80 55
39 31 20
30
40
50
121
67
53 51
29 0
69 107
83 60
70
80
90
100
127
110
120
130
136
154
140
150
160
Hit 1 : 1,6-Octadien-3-ol, 3,7-dimethyl-, 2-aminobenzoate C17H23NO2; MF: 962; RMF: 966; Prob 76.1%; CAS: 7149-26-0; Lib: mainlib; ID: 51289. 100
93
43
NH2
O
41
50
69 55 39
27 0
O
53
30
71 77
51
31 20
67
40
50
80
60
70
121
91 105
83
80
90
100
136
113 110
120
130
154
140
150
160
Hit 2 : 1,6-Octadien-3-ol, 3,7-dimethyl-, acetate C12H20O2; MF: 912; RMF: 912; Prob 15.5%; CAS: 115-95-7; Lib: mainlib; ID: 51290. 93
100
O O
43 69
50
80 39
27 0
31 20
30
40
55 45
60 65 50
121
71
60
107
83 89 70
80
90
100
136 113
110
154
127 120
130
140
150
160
Page 25 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 794 (9.105 min): Designer3.D Compound in Library Factor = 112 41
100
69
50
84
29 0
20
53 40
94 109
60
80
100
123 137 152
120
140
160
253
207 180
200
220
240
331
260
280
300
320
340
260
280
300
320
340
260
280
300
320
340
Hit 1 : 2,6-Octadienal, 3,7-dimethyl-, (E)C10H16O; MF: 885; RMF: 889; Prob 39.1%; CAS: 141-27-5; Lib: mainlib; ID: 2980. 41
100
69
O
50 84
27 0
20
94
53 40
60
80
109 123 137 152
100
120
140
160
180
200
220
240
Hit 2 : 2,6-Octadienal, 3,7-dimethyl-, (Z)C10H16O; MF: 873; RMF: 878; Prob 26.0%; CAS: 106-26-3; Lib: mainlib; ID: 2942. 41
100
69 O 50 27
84 53
0
20
40
60
80
94
109
100
123 137 152
120
140
160
180
200
220
240
Page 26 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 858 (9.836 min): Designer3.D Compound in Library Factor = -388 43
100
69 81 50
95
55
119 109
29 0
138 151 161 178 191 204
20
40
60
80
100
120
140
160
180
200
253 220
240
331
260
280
300
320
340
260
280
300
320
340
260
280
300
320
340
Hit 1 : 2,6-Octadiene, 2,6-dimethylC10H18; MF: 801; RMF: 822; Prob 14.3%; CAS: 2792-39-4; Lib: replib; ID: 2290. 43
100
69 81 95 55
50
123 138
109 61 0
20
40
60
80
100
120
140
160
180
200
220
240
Hit 2 : 6-Octen-1-ol, 3,7-dimethyl-, acetate C12H22O2; MF: 799; RMF: 882; Prob 13.2%; CAS: 150-84-5; Lib: replib; ID: 7605. 69
43
100
81
O
O
95 123
55 50
138 109 27 0
20
61 40
60
199
155 80
100
120
140
160
180
200
220
240
Page 27 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 868 (9.950 min): Designer3.D Compound in Library Factor = 103 69
100 41
50 93 29 0
20
80
53 40
107
60
80
100
121 120
136 140
154 160
175 189 204 180
200
253 220
240
331
260
280
300
320
340
260
280
300
320
340
260
280
300
320
340
Hit 1 : 2,6-Octadien-1-ol, 3,7-dimethyl-, acetate, (Z)C12H20O2; MF: 916; RMF: 944; Prob 44.9%; CAS: 141-12-8; Lib: replib; ID: 7487. 69
100
O
O
41
50 93
0
20
80
53
27 40
107
60
80
100
121 136 120
140
154 160
180
200
220
240
Hit 2 : 2,6-Octadien-1-ol, 3,7-dimethyl-, acetate, (Z)C12H20O2; MF: 898; RMF: 906; Prob 44.9%; CAS: 141-12-8; Lib: mainlib; ID: 28008. 69
100
O
O
41 50
93 80 53
27 0
20
40
60
107 80
100
121 136 154 120
140
160
196 180
200
220
240
Page 28 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 886 (10.155 min): Designer3.D Compound in Library Factor = 168 69
100
43 50 93
0
20
30
80
53
29 40
50
60
70
85
80
107 90
121 127
136
147 154 161
189
204
100 110 120 130 140 150 160 170 180 190 200 210
Hit 1 : 2,6-Octadien-1-ol, 3,7-dimethyl-, acetate C12H20O2; MF: 957; RMF: 966; Prob 47.4%; CAS: 16409-44-2; Lib: replib; ID: 7488. 69
41
100
O
50
O 93 53
0
20
30
40
50
80
60
70
121
85
80
107 90
136
127
154
100 110 120 130 140 150 160 170 180 190 200 210
Hit 2 : 2,6-Octadien-1-ol, 3,7-dimethyl-, acetate, (E)C12H20O2; MF: 947; RMF: 950; Prob 33.5%; CAS: 105-87-3; Lib: replib; ID: 7492. 69
100
O
50
O
41 93 27
0
20
30
80
53 40
50
60
70
80
85
121 107
90
127
136 154
196
100 110 120 130 140 150 160 170 180 190 200 210
Page 29 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 899 (10.304 min): Designer3.D Compound in Library Factor = -185 189
100
50
105 91
41 55
29 0
81
119 133
67
204
147 161 175
20
40
60
80
100
120
140
160
253
180
200
220
331
240
260
280
300
320
340
240
260
280
300
320
340
Hit 1 : 2-Isopropenyl-4a,8-dimethyl-1,2,3,4,4a,5,6,7-octahydronaphthalene C15H24; MF: 881; RMF: 888; Prob 16.0%; Lib: mainlib; ID: 118910. 189
100
133 50
41 55 29
0
20
81
204
91 105 147 161
123
67
175 40
60
80
100
120
140
160
180
200
220
Hit 2 : 1H-Cycloprop[e]azulene, 1a,2,3,4,4a,5,6,7b-octahydro-1,1,4,7-tetramethyl-, [1aR-(1a.alpha.,4.alpha.,4a.beta.,7b.alpha.)]C15H24; MF: 862; RMF: 865; Prob 7.74%; CAS: 489-40-7; Lib: mainlib; ID: 125451.
100
105
189
41
91
119
55
50
204
161
133 81
147
67
29
175 0
20
40
60
80
100
120
140
160
180
200
220
240
260
280
300
320
340
Page 30 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 915 (10.486 min): Designer3.D Compound in Library Factor = -733 189
100 151
81
50
105 29
41 53
91
133
65
204 161
0
20
50
80
110
140
253
170
200
230
260
327 290
320
405 350
380
410
Hit 1 : 1H-Benzocyclohepten-7-ol, 2,3,4,4a,5,6,7,8-octahydro-1,1,4a,7-tetramethyl-, cisC15H26O; MF: 742; RMF: 745; Prob 20.8%; CAS: 6892-80-4; Lib: replib; ID: 19977. 151
100
95 41
69 81
55
119 107
OH
50
133 189
29
204
161
222 175
0
20
50
80
110
140
170
200
230
260
290
320
350
380
410
290
320
350
380
410
Hit 2 : 2-Isopropenyl-4a,8-dimethyl-1,2,3,4,4a,5,6,7-octahydronaphthalene C15H24; MF: 728; RMF: 853; Prob 13.0%; Lib: mainlib; ID: 118910. 189
100
133 50
41 55 29
0
20
81
204
91 105 123
67
147 175
50
80
110
140
170
200
230
260
Page 31 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 928 (10.635 min): Designer3.D Compound in Library Factor = -804 119
100
151
50 41
81 53
69
29 0
93 105
77
32 20
161
136 40
60
80
100
120
204 175
140
160
189
180
253 200
220
240
260
Hit 1 : 1H-3a,7-Methanoazulene, 2,3,4,7,8,8a-hexahydro-3,6,8,8-tetramethyl-, [3R-(3.alpha.,3a.beta.,7.beta.,8a.alpha.)]C15H24; MF: 743; RMF: 887; Prob 13.3%; CAS: 469-61-4; Lib: replib; ID: 15877.
119
100
93
50 41
105
69 55
161
77
136 147
29 0
20
40
60
80
100
120
140
204 175
160
189
180
200
220
240
260
220
240
260
Hit 2 : Di-epi-.alpha.-cedrene C15H24; MF: 740; RMF: 859; Prob 11.8%; Lib: mainlib; ID: 72092. 119
100
93
50
105
41 55 29 0
20
69
161
77
133
147 175
40
60
80
100
120
140
160
180
189
H 204
200
Page 32 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 944 (10.818 min): Designer3.D Compound in Library Factor = -181 151
100
50
81
29 0
20
30
43
40
109
53 65
50
60
77 70
80
115
91 90
123 133
176
161
189
204
100 110 120 130 140 150 160 170 180 190 200 210
Hit 1 : Vanillin C8H8O3; MF: 855; RMF: 905; Prob 37.2%; CAS: 121-33-5; Lib: mainlib; ID: 98716. 152
100 O O 50
HO 81 27
0
20
30
39 40
109
51
50
65 60
123 137
95 70
80
90
100 110 120 130 140 150 160 170 180 190 200 210
Hit 2 : Benzaldehyde, 3-hydroxy-4-methoxyC8H8O3; MF: 854; RMF: 912; Prob 35.8%; CAS: 621-59-0; Lib: replib; ID: 20012. 151
100
O HO 81
50 53 29
109
39
65 93
0
20
30
40
50
60
70
80
90
123 137
O
100 110 120 130 140 150 160 170 180 190 200 210
Page 33 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 967 (11.080 min): Designer3.D Compound in Library Factor = 143 118
100
146
90
50 63 39 0
29 20
30
45
40
51 50
75 60
70
86 80
103
135
151 161
175 185
204
90 100 110 120 130 140 150 160 170 180 190 200 210 220
Hit 1 : 2H-1-Benzopyran-2-one C9H6O2; MF: 868; RMF: 908; Prob 77.2%; CAS: 91-64-5; Lib: replib; ID: 15749. 118
100
146
50
90 O
63
0
26 20
30
39
45
40
51 50
74 60
70
86 80
O
98
90 100 110 120 130 140 150 160 170 180 190 200 210 220
Hit 2 : 2H-1-Benzopyran-2-one C9H6O2; MF: 862; RMF: 913; Prob 77.2%; CAS: 91-64-5; Lib: replib; ID: 15748. 118
100
146 90
50
O
63 39 0
26 31 20
30
40
45
51 50
74 60
70
86 80
O
98
90 100 110 120 130 140 150 160 170 180 190 200 210 220
Page 34 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1000 (11.457 min): Designer3.D Compound in Library Factor = -328 191
100 107 135 41
91 55
79
50
206
121
163
67
29
147 173
0
220 20
40
60
80
100
120
140
160
180
200
220
253 240
260
281 280
327 300
320
340
Hit 1 : 2-Butenal, 2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)C14H22O; MF: 834; RMF: 838; Prob 22.1%; CAS: 3155-71-3; Lib: mainlib; ID: 64185. 107
100 41
81
55
123 206
95
191
135 163
69
50
H O
29 149 0
20
40
60
80
100
120
140
173
160
180
200
220
240
260
280
300
320
340
320
340
Hit 2 : 4-(2,2-Dimethyl-6-methylenecyclohexylidene)-3-methylbutan-2-one C14H22O; MF: 829; RMF: 834; Prob 17.8%; CAS: 93175-74-7; Lib: mainlib; ID: 104424. 163
100 43
O
107 69
50 55
191
93 121
79
133
29 0
20
40
60
80
100
120
149
140
160
173 180
206 200
220
240
260
280
300
Page 35 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1077 (12.336 min): Designer3.D Compound in Library Factor = 513 149
100
50 177
29 39 0
20
30
40
65
50 50
60
76 70
80
93
105
121
132
164
222
194
90 100 110 120 130 140 150 160 170 180 190 200 210 220 230
Hit 1 : Diethyl Phthalate C12H14O4; MF: 961; RMF: 974; Prob 90.7%; CAS: 84-66-2; Lib: replib; ID: 19810. 149
100
O O
50
0
O
20
29
39
30
40
50 50
76
65 60
70
80
177 93
105
121
O
132
222
90 100 110 120 130 140 150 160 170 180 190 200 210 220 230
Hit 2 : Diethyl Phthalate C12H14O4; MF: 947; RMF: 948; Prob 90.7%; CAS: 84-66-2; Lib: replib; ID: 19812. 149
100
O O
50
O 177 29
0
20
30
39
50
40
50
76
65 57 60
70
80
93
105
121
132
163
O 194
222
90 100 110 120 130 140 150 160 170 180 190 200 210 220 230
Page 36 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1123 (12.861 min): Designer3.D Compound in Library Factor = -137 83
100
50 41
55
29 0
20
30
153
59 67 74 40
50
60
70
91 80
109
123
137
195 204
165 177
226
90 100 110 120 130 140 150 160 170 180 190 200 210 220 230 240
Hit 1 : Cyclopentaneacetic acid, 3-oxo-2-pentyl-, methyl ester C13H22O3; MF: 797; RMF: 825; Prob 70.7%; CAS: 24851-98-7; Lib: mainlib; ID: 41498. 83
100
O O 50
41
55
27 0
20
30
40
50
153
59
67 74
60
70
96 80
109
123 135
169 180
O 195 207
226
90 100 110 120 130 140 150 160 170 180 190 200 210 220 230 240
Hit 2 : Isocitronellol C10H20O; MF: 687; RMF: 799; Prob 4.52%; CAS: 18479-52-2; Lib: mainlib; ID: 41109. 83
100
55
50
OH
41 67
27 0
20
30
40
50
60
70
95 80
109
123
138
156
90 100 110 120 130 140 150 160 170 180 190 200 210 220 230 240
Page 37 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1138 (13.033 min): Designer3.D Compound in Library Factor = 123 83
100
50 41
55
29 0
20
30
153
59 67 74 40
50
60
70
96 80
109
119
135
149
169
195 204
226
90 100 110 120 130 140 150 160 170 180 190 200 210 220 230 240
Hit 1 : Cyclopentaneacetic acid, 3-oxo-2-pentyl-, methyl ester C13H22O3; MF: 811; RMF: 849; Prob 66.3%; CAS: 24851-98-7; Lib: mainlib; ID: 41498. 83
100
O O 50
41
55
27 0
20
30
40
50
153
59
67 74
60
70
96 80
109
123 135
169 180
O 195 207
226
90 100 110 120 130 140 150 160 170 180 190 200 210 220 230 240
Hit 2 : Isocitronellol C10H20O; MF: 676; RMF: 806; Prob 2.51%; CAS: 18479-52-2; Lib: mainlib; ID: 41109. 83
100
55
50
OH
41 67
27 0
20
30
40
50
60
70
95 80
109
123
138
156
90 100 110 120 130 140 150 160 170 180 190 200 210 220 230 240
Page 38 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1158 (13.261 min): Designer3.D Compound in Library Factor = -1120 69
100
41
136
50
164
81
0
20
93
55
29
107
196
121 40
60
80
100
120
149 140
173 160
180
204 200
222 220
243 240
264 260
Hit 1 : 2,6,10-Dodecatrien-1-ol, 3,7,11-trimethyl-, (E,E)C15H26O; MF: 740; RMF: 846; Prob 7.52%; CAS: 106-28-5; Lib: mainlib; ID: 3080. 41
100
69
OH
50 81 93
53 0
20
40
107 121 60
80
100
120
136
148 161
140
160
179 191 204 180
200
222 220
240
260
240
260
Hit 2 : 1,6,10-Dodecatrien-3-ol, 3,7,11-trimethylC15H26O; MF: 736; RMF: 763; Prob 6.35%; CAS: 7212-44-4; Lib: replib; ID: 7568. 69
100
HO 41 93
50 55
81
107 123
27 0
20
40
60
80
100
120
136
161 177 189
148 140
160
180
204 200
222 220
Page 39 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1167 (13.364 min): Designer3.D Compound in Library Factor = -117 119
100
94 43
50
132
105 79 55
29
65
145
83
157 0
20
40
60
80
100
120
140
160
177 189 200 180
200
218 231 220
240
281 260
280
Hit 1 : 6-(p-Tolyl)-2-methyl-2-heptenol C15H22O; MF: 867; RMF: 892; Prob 60.9%; CAS: 39599-18-3; Lib: mainlib; ID: 72280. 119
100
132
OH
50 91
43 55 65 0
20
40
60
105
77
145 157
80
100
120
140
160
171 185 180
200 200
218 220
240
260
280
Hit 2 : Cedren-13-ol, 8C15H24O; MF: 802; RMF: 822; Prob 9.80%; CAS: 18319-35-2; Lib: mainlib; ID: 71326. 119
100
41 50
91
105
55
132
77
145
67
189
161 173
0
20
40
60
80
100
120
140
160
180
220
OH
202 200
220
240
260
280
Page 40 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1186 (13.581 min): Designer3.D Compound in Library Factor = -278 119
100 93 43 50
55 29
132
105
77 67
149 161
0
20
40
60
80
100
120
140
160
177 187 180
204 200
220 220
238 240
281 260
280
Hit 1 : Bergamotol, Z-.alpha.-transC15H24O; MF: 839; RMF: 873; Prob 34.9%; CAS: 88034-74-6; Lib: mainlib; ID: 51309. 93
100
43 50
119 55
79
107
132
OH
68 145 0
20
40
60
80
100
120
140
159 173 187 202
220
160
220
180
200
240
260
280
Hit 2 : Cedren-13-ol, 8C15H24O; MF: 830; RMF: 845; Prob 25.4%; CAS: 18319-35-2; Lib: mainlib; ID: 71326. 119
100
41 50
91
105
55
132
77
145
67
189
161 173
0
20
40
60
80
100
120
140
160
180
220
OH
202 200
220
240
260
280
Page 41 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1201 (13.752 min): Designer3.D Compound in Library Factor = 120 43
100
119 50 55
69 79
161
93 105 133 147
29 0
204
175
20
189 222
40
60
80
100
120
140
160
180
200
220
246 240
264 260
Hit 1 : 1H-3a,7-Methanoazulen-6-ol, octahydro-3,6,8,8-tetramethyl-, acetate, [3R-(3.alpha.,3a.beta.,6.alpha.,7.beta.,8a.alpha.)]C17H28O2; MF: 892; RMF: 897; Prob 20.7%; CAS: 77-54-3; Lib: mainlib; ID: 125471.
204
100 O O 50
175 119
43 29 0
20
55 40
69
60
81 80
95 105
161 189
133 147
222 100
120
140
160
180
200
220
249 240
264 260
Hit 2 : 1H-3a,7-Methanoazulen-6-ol, octahydro-3,6,8,8-tetramethyl-, acetate, [3R-(3.alpha.,3a.beta.,6.alpha.,7.beta.,8a.alpha.)]C17H28O2; MF: 870; RMF: 904; Prob 20.7%; CAS: 77-54-3; Lib: replib; ID: 24049.
204
100
O 43
50
119 161 93 105
69 55 0
O
175
133 147
81
189 222
20
40
60
80
100
120
140
160
180
200
220
240
260
Page 42 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1216 (13.923 min): Designer3.D Compound in Library Factor = -1149 135
100
47 75 103
50 29
220
43 51
0
20
40
91
65 60
80
149
119 100
120
140
161 160
191 205
175 180
200
228 220
246
266
281
240
260
280
240
260
280
240
260
280
Hit 1 : 2-Heptanone, 6-methyl-6-[3-methyl-3-(1-methylethenyl)-1-cyclopropen-1-yl]C15H24O; MF: 672; RMF: 719; Prob 17.4%; CAS: 69296-87-3; Lib: mainlib; ID: 84618. 135
100
50
43
20
69
55
27 0
119
40
60
91 77
105
80
O
147
85
205
162 177 187 100
120
140
160
180
200
220 220
Hit 2 : 1,4-Benzenediamine, N-(1-methylheptyl)C14H24N2; MF: 670; RMF: 682; Prob 16.1%; CAS: 39563-50-3; Lib: mainlib; ID: 84554. 135
100
HN 50 29 41 53 0
20
40
65 60
80 80
93
100
220
NH2
107 119 120
148 161 140
160
177 191 180
205
200
220
Page 43 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1222 (13.992 min): Designer3.D Compound in Library Factor = -513 229
100
50 43 29 0
20
55
40
69 77
60
91
80
105 115 128 141 100
120
140
157 171 160
199 184
180
243 258
213 200
220
240
281
260
280
260
280
260
280
Hit 1 : Naphthalene, 6,7-diethyl-1,2,3,4-tetrahydro-1,1,4,4-tetramethylC18H28; MF: 746; RMF: 780; Prob 56.5%; CAS: 55741-10-1; Lib: mainlib; ID: 134407. 229
100
50
29 0
20
41 40
57 65 77 60
91
80
128 141 155 105 115 100
120
140
160
171
244
187 200 213
180
200
220
240
Hit 2 : Benzo[e](1H)indene, 1,2,3a,4,5,9b-hexahydro-7-methoxy-3-oxo-3a,9b-dimethylC16H20O2; MF: 698; RMF: 712; Prob 11.7%; Lib: mainlib; ID: 134337. 229
100 O 187 50
244 O
41 29 0
20
55 40
65
60
77 80
159 172
115 128 91
141
103 100
201 211
120
140
160
180
200
220
240
Page 44 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1254 (14.357 min): Designer3.D Compound in Library Factor = 316 243
100
50
213
29 0
20
41
57
40
65
60
77
91
80
105 100
115 128 120
143 155 140
160
171
258 185 198 180
200
228 220
240
260
Hit 1 : 7-Acetyl-6-ethyl-1,1,4,4-tetramethyltetralin C18H26O; MF: 925; RMF: 928; Prob 81.8%; CAS: 88-29-9; Lib: replib; ID: 25619. 243
100
O 50 213 41 0
20
40
57
65
60
77
91
80
105 100
115 128 141 155 120
140
160
258 171 185 198 180
200
228 220
240
260
Hit 2 : Cyclopenta[g]-2-benzopyran, 1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethylC18H26O; MF: 872; RMF: 886; Prob 16.2%; CAS: 1222-05-5; Lib: mainlib; ID: 138703. 243
100
50
O 213
0
28 20
41 40
57 60
69 77 84 91 80
105 115 128 141 155 100
120
140
160
171 185 198 180
200
258 228
220
240
260
Page 45 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1259 (14.414 min): Designer3.D Compound in Library Factor = -109 43
100
243 50
159
57 71
29 0
20
40
60
91 80
105 100
115 128 141 120
140
171 160
258
187 201 213 227
180
200
220
282 240
260
280
Hit 1 : 7-Acetyl-6-ethyl-1,1,4,4-tetramethyltetralin C18H26O; MF: 841; RMF: 873; Prob 75.2%; CAS: 88-29-9; Lib: replib; ID: 25601. 243
100
43
50
O
258
0
29 20
57 65 77 40
60
91
80
105 115 100
128 141
120
140
159 171 185
201
160
200
180
213 227 220
240
260
280
Hit 2 : 7-Acetyl-6-ethyl-1,1,4,4-tetramethyltetralin C18H26O; MF: 827; RMF: 850; Prob 75.2%; CAS: 88-29-9; Lib: mainlib; ID: 138812. 243
100
O 50 258 43 0
57
28 20
40
60
77 80
91
105 115 128 141 100
120
140
159 160
171
187 201
180
200
214 227 220
240
260
280
Page 46 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1292 (14.791 min): Designer3.D Compound in Library Factor = 298 71
100
50 43 55
82
29 0
20
40
60
80
95 100
109 123 137 149 120
140
165 177 160
193
180
200
229 243
213 220
258
240
260
Hit 1 : Isophytol C20H40O; MF: 914; RMF: 933; Prob 54.4%; CAS: 505-32-8; Lib: replib; ID: 8047. 71
100
50 43 55
82
29 0
20
40
60
80
95 100
109 123 137 120
140
152 165 179 193 160
180
200
222 236 220
240
OH
269 260
Hit 2 : 1-Hexadecen-3-ol, 3,5,11,15-tetramethylC20H40O; MF: 902; RMF: 920; Prob 36.3%; Lib: mainlib; ID: 30894. 71
100
OH 50 43 57 0
20
40
60
82 80
95 100
109 123 137 151 165 179 193 120
140
160
180
200
222 236 220
240
260
Page 47 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1338 (15.316 min): Designer3.D Compound in Library Factor = 993 43
100
279
50
57
29 0
20
40
65
60
77 80
91 103 115 128 100
120
294
146 160 174 188 202 215 140
160
180
200
232 247 262
220
240
260
280
300
Hit 1 : Ethanone, 1-[4-(1,1-dimethylethyl)-2,6-dimethyl-3,5-dinitrophenyl]C14H18N2O5; MF: 958; RMF: 958; Prob 93.1%; CAS: 81-14-1; Lib: replib; ID: 3079. 43
100
279
O
50
57 29 0
20
40
65
60
77
80
91 103 100
115
O
O
N
N
O
128
294 146 160 174
120
140
160
180
O 232 247 262
191 202 215 200
220
240
260
280
300
Hit 2 : Ethanone, 1-[4-(1,1-dimethylethyl)-2,6-dimethyl-3,5-dinitrophenyl]C14H18N2O5; MF: 943; RMF: 953; Prob 93.1%; CAS: 81-14-1; Lib: replib; ID: 3078. 43
100
O
50
O
O
N
N
O 279
57 29 0
20
40
65
60
77 80
91 103 115 128 100
120
146 160 174 140
160
180
191 202 215 200
O
220
294
232 247 262 240
260
280
300
Page 48 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1358 (15.545 min): Designer3.D Compound in Library Factor = 885 55
100
98 41
86
50
227
69
112
29
0
20
125
40
60
80
100
120
155 140
187 173
160
211 197
180
241 252
200
220
240
270
260
280
Hit 1 : Ethylene brassylate C15H26O4; MF: 960; RMF: 967; Prob 92.0%; CAS: 105-95-3; Lib: mainlib; ID: 16894. 55
100
41
O 98 O
86 50
O
29
69 112
125
141 0
20
40
60
80
100
120
227
O
140
155
187 173
160
180
211 197
241 252
200
220
240
260
270 280
Hit 2 : Z-11-Pentadecenol C15H30O; MF: 684; RMF: 709; Prob 0.91%; Lib: mainlib; ID: 17391. 55
100
69
41
OH 83 50
97 111 124
0
20
40
60
80
100
120
137 151 166 140
160
208 179 192 180
200
226 220
240
260
280
Page 49 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1436 (16.435 min): Designer3.D Compound in Library Factor = -520 71
43
100
81 67
50
55 95 29
0
127 107 121
153 163 177 189
20
40
60
80
100
120
140
160
180
207 200
247
229 220
281
240
260
280
300
Hit 1 : 9-(3,3-Dimethyloxiran-2-yl)-2,7-dimethylnona-2,6-dien-1-ol C15H26O2; MF: 783; RMF: 832; Prob 12.5%; Lib: mainlib; ID: 39428. 100
81
43
O 71 50
55
29
0
20
85
59
40
OH 93 107
60
80
100
121 120
135 153 140
165 177 189
160
180
205 220 200
220
240
260
280
300
Hit 2 : Oxirane, 2,2-dimethyl-3-(3,7,12,16,20-pentamethyl-3,7,11,15,19-heneicosapentaenyl)-, (all-E)C30H50O; MF: 781; RMF: 798; Prob 11.5%; CAS: 7200-26-2; Lib: mainlib; ID: 28997. 69
100
81 O 43
50
55 29 0
20
40
60
95 85 80
107 121 135
100
120
149
140
161 175 189 203 217 231 160
180
200
220
240
257 271 260
289
280
300
Page 50 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1512 (17.303 min): Designer3.D Compound in Library Factor = 256 178
100
161 50
29 0
20
41
40
55 60
70
77
90 103
80
100
118
133 147
120
140
191
169 160
180
207 219 231 243
200
220
240
273 260
290
280
300
Hit 1 : 2-Propenoic acid, 3-(4-methoxyphenyl)-, 2-ethylhexyl ester C18H26O3; MF: 929; RMF: 935; Prob 82.4%; CAS: 5466-77-3; Lib: mainlib; ID: 113107. 178
100 O 161
O
50 O
29 0
20
41 40
55 60
70 77
90 103 118
80
100
120
133 147 140
290
191 160
180
200
220
240
260
280
300
Hit 2 : 2-Propenoic acid, 3-(4-methoxyphenyl)-, 2-ethylhexyl ester C18H26O3; MF: 928; RMF: 931; Prob 82.4%; CAS: 5466-77-3; Lib: replib; ID: 22337. 178
100 O 161
O 50
O 133 29
0
20
41 40
55 60
70 77 80
90 103 118 100
120
147 140
191 160
180
200
290
262 220
240
260
280
300
Page 51 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1563 (17.885 min): Designer3.D Compound in Library Factor = -207 131
100
50 115
77 91
51 39 0
20
65 50
149
85 80
110
140
219
173 170
200
235
230
264 281 260
315 331
290
320
355
381
429
350
380
410
440
350
380
410
440
350
380
410
440
Hit 1 : Cinnamyl cinnamate C18H16O2; MF: 761; RMF: 874; Prob 45.6%; CAS: 122-69-0; Lib: mainlib; ID: 82160. 131
100
O
O
50 117
0
51
39 20
77 65
50
219
91 147
80
110
140
173 192 170
200
236 230
264 260
290
320
Hit 2 : 1,3-Bis(cinnamoyloxymethyl)adamantane C30H32O4; MF: 667; RMF: 715; Prob 3.73%; CAS: 303797-58-2; Lib: mainlib; ID: 82083. 131
100
77
O
103
O
50 91 41 67 0
20
50
O
147 160 177 193 80
110
140
170
200
217 230
262 280 260
290
O 308 326 320
Page 52 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1908 (21.825 min): Designer3.D Compound in Library Factor = -1210 207
100
73
218
50 41 55
91
133 147
281 253 267
29 0
20
60
100
140
180
220
260
341 300
340
394 380
429
479 503
420
460
500
Hit 1 : 1-Monolinoleoylglycerol trimethylsilyl ether C27H54O4Si2; MF: 653; RMF: 693; Prob 11.3%; CAS: 54284-45-6; Lib: mainlib; ID: 34242. 73
100
O 207
147
50
O
O O
Si
129 34
81 103
221
281 262
0
20
60
100
140
180
220
260
341 300
340
369
395
380
Si
482 420
460
500
Hit 2 : 2-[4-methyl-6-(2,6,6-trimethylcyclohex-1-enyl)hexa-1,3,5-trienyl]cyclohex-1-en-1-carboxaldehyde C23H32O; MF: 652; RMF: 689; Prob 10.9%; Lib: mainlib; ID: 5319. 43
100
55
50
69
91 105
135 123 149 173
0
239 20
60
100
140
180
O
324 220
H
269 260
300
340
380
420
460
500
Page 53 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 2105 (24.074 min): Designer3.D Compound in Library Factor = -1169 207
100
73 50 41
55
81 96
218
133
253
281 341
29 0
20
60
100
140
180
220
260
300
405 429 455 479 503
377
340
380
420
460
500
Hit 1 : 1-Monolinoleoylglycerol trimethylsilyl ether C27H54O4Si2; MF: 665; RMF: 718; Prob 16.3%; CAS: 54284-45-6; Lib: mainlib; ID: 34242. 73
100
O 207
147
50
O
O O
129 34
81 103
221
281 262
0
20
60
100
140
180
220
260
341 300
369
340
Si
395
380
Si
482 420
460
500
Hit 2 : Betulin C30H50O2; MF: 648; RMF: 660; Prob 8.87%; CAS: 473-98-3; Lib: replib; ID: 23168. 189
100 95 41 55
135
81
203
121
69
147
20
HO
234
29 0
OH
175
50
245 60
100
140
180
220
260
288 313 337 300
340
363 380
411 420
442 460
500
Page 54 of 103
DMS RESULTS Imitation
Page 55 of 103
File : Operator : Acquired : Instrument : Sample Name: Misc Info : Vial Number: Abundance
C:\HPCHEM\1\DATA\2010\JOB2010\EXPDEF\Imitation2.D KR 5 Jun 2010 20:55 using AcqMethod DESORP2 DMS Instr Imitation .1ul desorp2 inj 310 ramp 50-320 15C/min 100 TIC: Imitation2.D
3.24
4600000 4400000 4200000 4000000 3800000 3600000 3400000 3200000 3000000
12.57
2.32
6.49 8.84
2800000
13.78
2600000 7.23
2400000 2200000 2000000
7.05 6.78
1800000
10.82 10.45
13.55 12.75 14.26 15.36 15.12 14.19
2.48 1600000
10.69
1400000
7.89
11.30
3.56 3.05
1200000
4.29 1000000 8.58 10.03 800000
10.56 10.50
5.96 600000
12.02 12.2513.47
8.669.74 8.21
400000 9.85
5.52
12.64 13.11
17.32
200000
Time-->
2.00
4.00
6.00
8.00
10.00
12.00
14.00
16.00
18.00
20.00
22.00
24.00
26.00
28.00
30.00
32.00
34.00
Page 56 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 200 (2.316 min): Imitation2.D Compound in Library Factor = 614 31
100
45
50 29
46 30
0
20
23
26
32 33
29
32
40 41 35
38
42
43 47
41
44
47
50
53
56
59
56
59
56
59
Hit 1 : Ethyl alcohol C2H6O; MF: 973; RMF: 978; Prob 98.1%; CAS: 64-17-5; Lib: mainlib; ID: 1334. 31
100
OH 45
50 29
27
0
24 25 20
23
26
30
28
26
46 41
33
29
32
35
38
42
43
41
44
47
44
47
50
53
Hit 2 : Ethyl alcohol C2H6O; MF: 945; RMF: 945; Prob 98.1%; CAS: 64-17-5; Lib: replib; ID: 552. 31
100
OH
45 50 46
27 0
24 25 20
23
26 26
28
29 29
30
40 41 42
32 33 32
35
38
41
43 44
47
44
47
50
53
Page 57 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 214 (2.475 min): Imitation2.D Compound in Library Factor = 614 31
100
45
50 29 30 0
20
24
28
32 32
46
43
47 36
40
44
48
59 52
56
60
64
68
64
68
64
68
Hit 1 : Ethyl alcohol C2H6O; MF: 971; RMF: 978; Prob 97.7%; CAS: 64-17-5; Lib: mainlib; ID: 1334. 31
100
27 26 0
OH
45
50
20
24
29
28
46 43
30
28
44
33 32
36
40
47
44
48
52
56
60
Hit 2 : Ethyl alcohol C2H6O; MF: 934; RMF: 934; Prob 97.7%; CAS: 64-17-5; Lib: replib; ID: 552. 31
100
45
OH
50
27 26 0
20
24
46 29
43 32
28
32
47 36
40
44
48
52
56
60
Page 58 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 264 (3.046 min): Imitation2.D Compound in Library Factor = 199 43
100
41
50
42 39
31 29 0
20
24
28
32
45
38 40
32 36
47
40
44
50
48
53 55 57 59 52
56
60
64
68
60
64
68
64
68
Hit 1 : Isobutane C4H10; MF: 898; RMF: 962; Prob 83.5%; CAS: 75-28-5; Lib: replib; ID: 1629. 43
100
50
41 42
27 29
26 0
20
24
39
28
32
36
40
44
40
44
50 48
53 55 57 52
56
Hit 2 : Isobutane C4H10; MF: 889; RMF: 923; Prob 83.5%; CAS: 75-28-5; Lib: mainlib; ID: 5254. 43
100
50
41 27 39
0
26
20 20
24
29 28
32
36
38 40
44
40
44
50 48
53 55 57 59 52
56
60
Page 59 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 281 (3.240 min): Imitation.D Compound in Library Factor = 449 31
100
50
45 29
0
33 20
23
26
29
32
40 35
38
41 42
46
43
41
47 44
47
50
53
56
59
56
59
56
59
Hit 1 : Ethyl alcohol C2H6O; MF: 918; RMF: 918; Prob 93.9%; CAS: 64-17-5; Lib: replib; ID: 551. 31
100
OH 45
50
27 0
24 25
22 20
23
26
46
29 30
28
26
32 33
29
32
3940 41 35
38
42
43
41
44
47
44
47
50
53
Hit 2 : Ethyl alcohol C2H6O; MF: 911; RMF: 912; Prob 93.9%; CAS: 64-17-5; Lib: mainlib; ID: 1334. 31
100
OH 45
50 29
27
0
24 25 20
23
26 26
46 30
28 29
41
33 32
35
38
41
42
43 44
47
44
47
50
53
Page 60 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 309 (3.560 min): Imitation.D Compound in Library Factor = 178 59
100
50
31 41 29
0
32 20
24
28
32
36
43
45 42 44 47
39 40
44
50
48
53 55 52
57
60
56
60
64
68
64
68
64
68
Hit 1 : 2-Propanol, 2-methylC4H10O; MF: 913; RMF: 916; Prob 61.7%; CAS: 75-65-0; Lib: replib; ID: 6416. 59
100
OH 50 41
31 27 29 0
20
24
28
57
39 38 40 42 44
32 32
43
36
40
44
50 48
53 55 52
58
56
60 60
Hit 2 : 2-Propanol, 2-methylC4H10O; MF: 909; RMF: 914; Prob 61.7%; CAS: 75-65-0; Lib: replib; ID: 6395. 59
100
OH 50 31 41 27 29 0
20
24
28
39
32 32
36
40
43 45 44
50 48
53 55 52
57 58 60
56
60
Page 61 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 373 (4.291 min): Imitation2.D Compound in Library Factor = 242 45
100
50
43
29 0
57 61
33 20
30
40
50
60
73 76 70
101
87 80
90
100
117 110
131
120
130
140
120
130
140
130
140
Hit 1 : Propylene Glycol C3H8O2; MF: 913; RMF: 929; Prob 39.3%; CAS: 57-55-6; Lib: replib; ID: 3553. 45
100
HO 50 OH 43
29 0
57
33 20
30
40
50
61 60
76 70
80
90
100
110
Hit 2 : (S)-(+)-1,2-Propanediol C3H8O2; MF: 912; RMF: 933; Prob 37.8%; CAS: 4254-15-3; Lib: replib; ID: 3557. 45
100
OH 50
OH 43 31
0
20
30
57 61 40
50
60
75 70
80
90
100
110
120
Page 62 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 481 (5.524 min): Imitation.D Compound in Library Factor = -217 93
100 45
50 77 29 53 0
67
105
121
87 20
30
40
50
60
70
80
136
207
90 100 110 120 130 140 150 160 170 180 190 200 210 220
Hit 1 : 1R-.alpha.-Pinene C10H16; MF: 880; RMF: 937; Prob 17.6%; CAS: 7785-70-8; Lib: replib; ID: 12053. 93
100
50 77
41 53 0
20
30
40
50
105
67 60
70
80
121
136
90 100 110 120 130 140 150 160 170 180 190 200 210 220
Hit 2 : .alpha.-Pinene C10H16; MF: 876; RMF: 941; Prob 14.9%; CAS: 80-56-8; Lib: mainlib; ID: 51652. 93
100
50 77 27 0
41 53 58
20
30
40
50
60
105
67 70
80
121
136
90 100 110 120 130 140 150 160 170 180 190 200 210 220
Page 63 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 519 (5.958 min): Imitation2.D Compound in Library Factor = -107 93
100
41
50
69 79 45 53
29 0
20
30
40
50
107 60
70
80
121
136
207
90 100 110 120 130 140 150 160 170 180 190 200 210 220
Hit 1 : Bicyclo[3.1.1]heptane, 6,6-dimethyl-2-methylene-, (1S)C10H16; MF: 929; RMF: 942; Prob 28.4%; CAS: 18172-67-3; Lib: replib; ID: 11958. 93
100
50
41 69 27
0
20
30
79
53 40
50
107 60
70
80
121
136
90 100 110 120 130 140 150 160 170 180 190 200 210 220
Hit 2 : .beta.-Pinene C10H16; MF: 927; RMF: 929; Prob 26.2%; CAS: 127-91-3; Lib: replib; ID: 11947. 93
100
41
50
69 79
27 0
20
30
53 40
50
107 60
70
80
121
136
90 100 110 120 130 140 150 160 170 180 190 200 210 220
Page 64 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 566 (6.495 min): Imitation2.D Compound in Library Factor = -113 68
100
93 50
79
39
53 45
29 0
37 20
30
40
77
51 55 59 50
65 70
121
136
89
71
60
107
80
90
100
110
120
130
140
150
Hit 1 : Limonene C10H16; MF: 912; RMF: 919; Prob 25.0%; CAS: 138-86-3; Lib: replib; ID: 7399. 68
100
93
39 50
41
27
53
79 77
29 0
51
20
30
40
50
60
136
121
89
58
32
107
65
55
70
80
90
100
110
120
130
140
150
Hit 2 : Limonene C10H16; MF: 897; RMF: 932; Prob 25.0%; CAS: 138-86-3; Lib: replib; ID: 7398. 68
100
93
50
27
41 43
0
20
30
40
79
53
77
51 55 50
107
121
136
71 60
70
80
90
100
110
120
130
140
150
Page 65 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 591 (6.780 min): Imitation2.D Compound in Library Factor = -394 93
100
59 45 31
50
77 121 65
51 0
20
30
40
50
60
136
103 71 70
128 80
207
90 100 110 120 130 140 150 160 170 180 190 200 210 220
Hit 1 : 1,4-Cyclohexadiene, 1-methyl-4-(1-methylethyl)C10H16; MF: 793; RMF: 903; Prob 22.6%; CAS: 99-85-4; Lib: replib; ID: 12040. 93
100
50 77 27
51 0
20
30
121
39
40
50
105
65 60
136
70
80
90 100 110 120 130 140 150 160 170 180 190 200 210 220
Hit 2 : 1,4-Cyclohexadiene, 1-methyl-4-(1-methylethyl)C10H16; MF: 785; RMF: 829; Prob 22.6%; CAS: 99-85-4; Lib: replib; ID: 12042. 93
100
50
77 121 27
0
20
30
39
40
51 50
136
105
65 58 60
70
80
90 100 110 120 130 140 150 160 170 180 190 200 210 220
Page 66 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 615 (7.054 min): Imitation2.D Compound in Library Factor = 125 59
100
31
50
45 41 0
103 89
75 20
30
40
50
60
70
80
207
90 100 110 120 130 140 150 160 170 180 190 200 210 220
Hit 1 : 1-Propanol, 2-(2-hydroxypropoxy)C6H14O3; MF: 918; RMF: 918; Prob 38.3%; CAS: 106-62-7; Lib: mainlib; ID: 24523. 59
100
O
50
HO
31
OH
103
45 41
0
75 20
30
40
50
60
70
89 94 80
115
134
90 100 110 120 130 140 150 160 170 180 190 200 210 220
Hit 2 : 1-Propanol, 2-(2-hydroxypropoxy)C6H14O3; MF: 916; RMF: 919; Prob 38.3%; CAS: 106-62-7; Lib: replib; ID: 6407. 59
100
O
50
HO 31
0
45 75
20
30
40
OH
103
50
60
70
89 80
90 100 110 120 130 140 150 160 170 180 190 200 210 220
Page 67 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 630 (7.225 min): Imitation2.D Compound in Library Factor = 102 71
100 43
93
55 50 80
31
83 0
103
121 127
20
30
40
50
60
70
80
136
154
207
90 100 110 120 130 140 150 160 170 180 190 200 210 220
Hit 1 : 1,6-Octadien-3-ol, 3,7-dimethylC10H18O; MF: 875; RMF: 876; Prob 64.7%; CAS: 78-70-6; Lib: mainlib; ID: 30690. 71
100
41
93 55
50
80 83
27
121 107
59 0
OH
20
30
40
50
60
70
80
127
136
154
90 100 110 120 130 140 150 160 170 180 190 200 210 220
Hit 2 : 1,6-Octadien-3-ol, 3,7-dimethylC10H18O; MF: 868; RMF: 874; Prob 64.7%; CAS: 78-70-6; Lib: replib; ID: 8161. 71
100
93
41
OH
55
50
80 107
59 0
20
30
121
83
27
40
50
60
70
80
127
136
90 100 110 120 130 140 150 160 170 180 190 200 210 220
Page 68 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 688 (7.888 min): Imitation2.D Compound in Library Factor = 265 108
100
91
43 50 79 39
51
150
65
31 0
20
86 40
60
80
207
134 100
120
140
160
180
253
200
220
240
260
200
220
240
260
200
220
240
260
Hit 1 : Acetic acid, phenylmethyl ester C9H10O2; MF: 935; RMF: 943; Prob 85.6%; CAS: 140-11-4; Lib: replib; ID: 14560. 108
100
O
91
50
O
43 150
79
0
27 20
39
51
65 86
40
60
80
100
120
140
160
180
Hit 2 : Acetic acid, phenylmethyl ester C9H10O2; MF: 928; RMF: 936; Prob 85.6%; CAS: 140-11-4; Lib: mainlib; ID: 64787. 108
100
O 91
43 50
39 0
51
65
27 20
O
150
79
86 40
60
80
100
120
140
160
180
Page 69 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 716 (8.207 min): Imitation2.D Compound in Library Factor = 242 59
100
50
43
93 81
31
121
55 67
136
107 0
20
40
60
80
100
207 120
140
160
180
200
253 220
281
240
260
280
240
260
280
240
260
280
Hit 1 : p-menth-1-en-8-ol C10H18O; MF: 918; RMF: 925; Prob 44.4%; Lib: mainlib; ID: 25072. 59
100
50
93
43
121
81 55
31 0
20
136
67 107
40
60
80
100
OH
154 120
140
160
180
200
220
Hit 2 : 3-Cyclohexene-1-methanol, .alpha.,.alpha.4-trimethylC10H18O; MF: 906; RMF: 912; Prob 29.6%; CAS: 98-55-5; Lib: replib; ID: 6602. 59
100
OH 93 121 136
50 81
43 55
31 0
20
40
60
67 107 80
100
154 120
140
160
180
200
220
Page 70 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 749 (8.584 min): Imitation2.D Compound in Library Factor = -168 41
100
69 55
50
81 95
31
109 123 0
20
40
60
80
100
120
138 140
156 160
207 180
200
253 220
240
281
260
280
260
280
260
280
Hit 1 : 6-Octen-1-ol, 3,7-dimethyl-, (R)C10H20O; MF: 888; RMF: 898; Prob 24.4%; CAS: 1117-61-9; Lib: mainlib; ID: 28138. 69
100 41
50
OH
55
81
95
27 0
20
109
40
60
80
100
123 138 120
140
156 160
180
200
220
240
Hit 2 : 2-Octen-1-ol, 3,7-dimethylC10H20O; MF: 888; RMF: 891; Prob 24.4%; CAS: 40607-48-5; Lib: mainlib; ID: 28107. 69
41
100
55
50
OH
81 95 109
0
20
40
60
80
100
123 138 120
140
156 160
180
200
220
240
Page 71 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 756 (8.664 min): Imitation2.D Compound in Library Factor = -103 91
100
117
50 31 41
0
51
65 77 59 69
136
103
207
156 20
40
60
80
100
120
140
160
180
200
253 220
240
281
260
280
260
280
260
280
Hit 1 : Benzenepropanol C9H12O; MF: 873; RMF: 944; Prob 68.4%; CAS: 122-97-4; Lib: replib; ID: 11463. 91
100
117
OH
50
31 0
20
39
51
40
65 77
136
103
60
80
100
120
140
160
180
200
220
240
Hit 2 : Benzenepropanol C9H12O; MF: 845; RMF: 909; Prob 68.4%; CAS: 122-97-4; Lib: mainlib; ID: 48216. 91
100
OH
117
50 136 27 0
20
39 51 40
65 77
60
80
105
100
120
140
160
180
200
220
240
Page 72 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 771 (8.835 min): Imitation2.D Compound in Library Factor = 146 93
100 43
41
50
80
39
20
30
40
50
121
67
53 51
29 0
69
55
107
83 60
70
80
90
100
136
110
120
130
154
140
150
160
Hit 1 : 1,6-Octadien-3-ol, 3,7-dimethyl-, 2-aminobenzoate C17H23NO2; MF: 963; RMF: 967; Prob 72.7%; CAS: 7149-26-0; Lib: mainlib; ID: 51289. 100
93
43
NH2
O
41
50
69 55 39
27 0
O
53
30
71 77
51
31 20
67
40
50
80
60
70
121
91 105
83
80
90
100
136
113 110
120
130
154
140
150
160
Hit 2 : 1,6-Octadien-3-ol, 3,7-dimethyl-, acetate C12H20O2; MF: 916; RMF: 917; Prob 15.2%; CAS: 115-95-7; Lib: mainlib; ID: 51290. 93
100
O O
43 69
50
80 39
27 0
31 20
30
40
55 45
60 65 50
121
71
60
107
83 89 70
80
90
100
136 113
110
154
127 120
130
140
150
160
Page 73 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 850 (9.737 min): Imitation2.D Compound in Library Factor = -151 43
100
69 50
81 95
55
123 109
29
138
61 0
20
40
151
60
80
100
120
140
207
169
160
180
200
253
281
220
240
260
280
220
240
260
280
220
240
260
280
Hit 1 : 2,6-Octadiene, 2,6-dimethylC10H18; MF: 896; RMF: 901; Prob 24.6%; CAS: 2792-39-4; Lib: replib; ID: 2290. 43
100
69 81 95 55
50
123 138
109 61 0
20
40
60
80
100
120
140
160
180
200
Hit 2 : 6-Octen-1-ol, 3,7-dimethyl-, acetate C12H22O2; MF: 889; RMF: 905; Prob 18.8%; CAS: 150-84-5; Lib: replib; ID: 7605. 69
43
100
81
O
O
95 123
55 50
138 109 27 0
20
61 40
60
199
155 80
100
120
140
160
180
200
Page 74 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 860 (9.852 min): Imitation2.D Compound in Library Factor = 103 69
100 41
50 93
0
20
80
53
29 40
107 60
80
100
121 120
136 140
154
207
160
180
200
253
281
220
240
260
280
220
240
260
280
260
280
Hit 1 : 2,6-Octadien-1-ol, 3,7-dimethyl-, acetate, (Z)C12H20O2; MF: 918; RMF: 947; Prob 51.8%; CAS: 141-12-8; Lib: replib; ID: 7487. 69
100
O
O
41
50 93
0
20
80
53
27 40
107 60
80
100
121 136 120
140
154 160
180
200
Hit 2 : 2,6-Octadien-1-ol, 3,7-dimethyl-, acetate C12H20O2; MF: 897; RMF: 926; Prob 22.1%; CAS: 16409-44-2; Lib: replib; ID: 7488. 69
41
100
O
50
O 93 53
121 136
80 107
0
20
40
60
80
100
154 120
140
160
180
200
220
240
Page 75 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 876 (10.034 min): Imitation2.D Compound in Library Factor = 141 69
100 43
50
93 53
29 0
20
40
80 60
80
107 100
121 120
136 140
154
207
160
180
200
253 220
240
260
Hit 1 : 2,6-Octadien-1-ol, 3,7-dimethyl-, acetate C12H20O2; MF: 944; RMF: 952; Prob 50.6%; CAS: 16409-44-2; Lib: replib; ID: 7488. 69
41
100
O
50
O 93 53
121
80
136
107 0
20
40
60
80
100
154 120
140
160
180
200
220
240
260
200
220
240
260
Hit 2 : 2,6-Octadien-1-ol, 3,7-dimethyl-, acetate, (Z)C12H20O2; MF: 923; RMF: 930; Prob 21.5%; CAS: 141-12-8; Lib: replib; ID: 7487. 69
100
O
O
41
50 93
0
20
80
53
27 40
84 60
80
107 100
121 120
136 140
154 160
180
Page 76 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 912 (10.445 min): Imitation2.D Compound in Library Factor = 144 151
100
50 81 109
53 29 0
20
30
65
39 40
50
60
77 70
80
123 137
93 90
161
204
100 110 120 130 140 150 160 170 180 190 200 210
Hit 1 : Vanillin C8H8O3; MF: 952; RMF: 952; Prob 59.4%; CAS: 121-33-5; Lib: replib; ID: 20015. 151
100 O O 50
HO 81 53
0
20
29
39
30
40
50
65 60
109
123 137
93 70
80
90
100 110 120 130 140 150 160 170 180 190 200 210
Hit 2 : Vanillin C8H8O3; MF: 944; RMF: 944; Prob 59.4%; CAS: 121-33-5; Lib: mainlib; ID: 98716. 152
100 O O 50
HO 81 27
0
20
30
39 40
109
51
50
65 60
95 70
80
90
123 137
100 110 120 130 140 150 160 170 180 190 200 210
Page 77 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 917 (10.502 min): Imitation2.D Compound in Library Factor = -509 119
100
93
41
151
50
105
55 69 77 29
161 133
0
20
40
60
80
100
120
175
140
160
189
180
204 253
200
220
240
260
281 280
331 300
320
340
Hit 1 : 1H-3a,7-Methanoazulene, 2,3,4,7,8,8a-hexahydro-3,6,8,8-tetramethyl-, [3R-(3.alpha.,3a.beta.,7.beta.,8a.alpha.)]C15H24; MF: 796; RMF: 893; Prob 11.2%; CAS: 469-61-4; Lib: replib; ID: 15877.
119
100
93
50 41
105
69 55
161
77
147
29 0
20
40
60
80
100
120
140
204 175 189
160
180
200
220
240
260
280
300
320
340
Hit 2 : 1H-3a,7-Methanoazulene, 2,3,4,7,8,8a-hexahydro-3,6,8,8-tetramethyl-, [3R-(3.alpha.,3a.beta.,7.beta.,8a.alpha.)]C15H24; MF: 788; RMF: 862; Prob 11.2%; CAS: 469-61-4; Lib: replib; ID: 15876.
119
100
93 50
41 105
69 55 27 0
20
40
60
161
77
80
147 100
120
140
204 175 189
160
180
200
220
240
260
280
300
320
340
Page 78 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 922 (10.559 min): Imitation2.D Compound in Library Factor = -168 41
100
69 93 79 133
50
55
105
29
151
120
161 0
20
40
60
80
100
120
140
160
175 189 204 180
200
253 220
281
327
240
260
280
300
320
340
240
260
280
300
320
340
260
280
300
320
340
Hit 1 : Caryophyllene C15H24; MF: 883; RMF: 938; Prob 32.9%; CAS: 87-44-5; Lib: replib; ID: 1122. 41
100
69
93
133
79 50
55
107
120
27
147 161 175
0
20
40
60
80
100
120
140
160
189
180
204
200
220
Hit 2 : Bicyclo[7.2.0]undec-4-ene, 4,11,11-trimethyl-8-methylene-,[1R-(1R*,4Z,9S*)]C15H24; MF: 860; RMF: 910; Prob 12.0%; CAS: 118-65-0; Lib: replib; ID: 1121. 41
100
69
93 133
79 50
55
107
27
120 148 161 175
0
20
40
60
80
100
120
140
160
189 204
180
200
220
240
Page 79 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 933 (10.685 min): Imitation2.D Compound in Library Factor = -331 43
100
105
91 50
133
55 147
67
29
0
115
79
161 176 189
204 253
20
40
60
80
100
120
140
160
180
200
281
220
240
260
280
220
240
260
280
Hit 1 : Thujopsene C15H24; MF: 847; RMF: 857; Prob 9.31%; CAS: 470-40-6; Lib: mainlib; ID: 72266. 119
100
93 105
41 50
55
133
69 81
204
29 0
20
147 161 40
60
80
100
120
140
160
189 175 180
200
Hit 2 : Azulene, 1,2,3,3a,4,5,6,7-octahydro-1,4-dimethyl-7-(1-methylethenyl)-, [1R-(1.alpha.,3a.beta.,4.alpha.,7.beta.)]C15H24; MF: 830; RMF: 846; Prob 5.08%; CAS: 22567-17-5; Lib: replib; ID: 1192.
41
100
81
91
105 161
55
50
119 67
133 147
189
204
175 0
20
40
60
80
100
120
140
160
180
200
220
240
260
280
Page 80 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 945 (10.822 min): Imitation.D Compound in Library Factor = -119 118
100
146
89
50 63 39 0
29 20
30
45
40
122
51 50
74 79 86 60
70
80
98 105
133
151 161
175
189
204
90 100 110 120 130 140 150 160 170 180 190 200 210 220
Hit 1 : 2H-1-Benzopyran-2-one C9H6O2; MF: 840; RMF: 907; Prob 73.3%; CAS: 91-64-5; Lib: replib; ID: 15749. 118
100
146
50
90 O
63
0
26 20
30
39
45
40
51 50
74 60
70
86 80
O
98
90 100 110 120 130 140 150 160 170 180 190 200 210 220
Hit 2 : 2H-1-Benzopyran-2-one C9H6O2; MF: 839; RMF: 908; Prob 73.3%; CAS: 91-64-5; Lib: replib; ID: 15748. 118
100
146 90
50
O
63 39 0
26 31 20
30
40
45
51 50
74 60
70
86 80
O
98
90 100 110 120 130 140 150 160 170 180 190 200 210 220
Page 81 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 987 (11.302 min): Imitation2.D Compound in Library Factor = -328 191
100
135 41
50
55
107
91 77
29 0
206 163
121 149
65
173 220
20
40
60
80
100
120
140
160
180
200
220
253
281
240
260
280
240
260
280
Hit 1 : 3-Ethyl-4,4-dimethyl-2-(2-methylpropenyl)cyclohex-2-enone C14H22O; MF: 836; RMF: 840; Prob 17.0%; CAS: 97452-08-9; Lib: mainlib; ID: 120006. 191
100
206 177 41
50
55 29 0
20
77
91
60
159 121
69
40
135
107
80
100
120
145
140
O 160
180
200
220
Hit 2 : 3-Buten-2-one, 3-methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)C14H22O; MF: 833; RMF: 836; Prob 15.0%; CAS: 13743-21-0; Lib: mainlib; ID: 86213. 135
100
191
107 43 50
53 65
29 0
150
91
20
40
60
79
80
95
100
163
120
O
206
123
140
160
177 180
200
220
240
260
280
Page 82 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1050 (12.021 min): Imitation2.D Compound in Library Factor = 398 149
100
50
29 39 0
20
30
40
65
50 50
177
76
93
105
85 60
70
80
121
132
164
194
222
207
90 100 110 120 130 140 150 160 170 180 190 200 210 220 230
Hit 1 : Diethyl Phthalate C12H14O4; MF: 942; RMF: 962; Prob 85.9%; CAS: 84-66-2; Lib: replib; ID: 19810. 149
100
O O
50
0
O
20
29
39
30
40
50 50
76
65 60
70
80
177 93
105
121
O
132
222
90 100 110 120 130 140 150 160 170 180 190 200 210 220 230
Hit 2 : Diethyl Phthalate C12H14O4; MF: 920; RMF: 923; Prob 85.9%; CAS: 84-66-2; Lib: replib; ID: 19812. 149
100
O O
50
O 177 29
0
20
30
39
50
40
50
76
65 57 60
70
80
93
105
121
132
163
O 194
222
90 100 110 120 130 140 150 160 170 180 190 200 210 220 230
Page 83 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1070 (12.249 min): Imitation2.D Compound in Library Factor = -104 95
100 43
150 50 55
69
81 107
29
121
135 165
0
20
40
60
80
100
120
140
160
177 189 180
207 200
222 220
281 240
260
280
240
260
280
Hit 1 : Cedrol C15H26O; MF: 910; RMF: 913; Prob 39.8%; CAS: 77-53-2; Lib: mainlib; ID: 53559. 95
100
150 43 50 55
69
81 107
29
HO
121 135 165
59 0
20
40
60
80
100
120
140
160
177 189 180
207 200
222 220
Hit 2 : Epicedrol C15H26O; MF: 906; RMF: 912; Prob 33.7%; Lib: mainlib; ID: 53558. 95
100
OH 150 50
81
43 55
109
69
121
29 0
20
135
H 165 177 189
40
60
80
100
120
140
160
180
207 200
222 220
240
260
280
Page 84 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1098 (12.569 min): Imitation.D Compound in Library Factor = -113 83
100
50 41 29 0
20
30
153
55 59 67 74
40
50
60
70
96 80
109
123
137
195
169
226
90 100 110 120 130 140 150 160 170 180 190 200 210 220 230 240
Hit 1 : Cyclopentaneacetic acid, 3-oxo-2-pentyl-, methyl ester C13H22O3; MF: 806; RMF: 828; Prob 75.3%; CAS: 24851-98-7; Lib: mainlib; ID: 41498. 83
100
O O 50
41
55
27 0
20
30
40
50
153
59
67 74
60
70
96 80
109
123 135
169 180
O 195 207
226
90 100 110 120 130 140 150 160 170 180 190 200 210 220 230 240
Hit 2 : Isocitronellol C10H20O; MF: 678; RMF: 790; Prob 3.23%; CAS: 18479-52-2; Lib: mainlib; ID: 41109. 83
100
55
50
OH
41 67
27 0
20
30
40
50
60
70
95 80
109
123
138
156
90 100 110 120 130 140 150 160 170 180 190 200 210 220 230 240
Page 85 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1104 (12.638 min): Imitation2.D Compound in Library Factor = -688 59
100
43
83
50
161
55 29
0
93
67
107
119
135
149 153 175
20
30
40
50
60
70
80
189
204 226
90 100 110 120 130 140 150 160 170 180 190 200 210 220 230 240
Hit 1 : Cubenol C15H26O; MF: 807; RMF: 862; Prob 15.2%; CAS: 21284-22-0; Lib: mainlib; ID: 71320. 100
119
41
161 OH 93
59
105
81
50
204
67 135
0
179 189
147
175 20
30
40
50
60
70
80
90 100 110 120 130 140 150 160 170 180 190 200 210 220 230 240
Hit 2 : 2-Naphthalenemethanol, decahydro-.alpha.,.alpha.,4a-trimethyl-8-methylene-, [2R-(2.alpha.,4a.alpha.,8a.beta.)]C15H26O; MF: 798; RMF: 854; Prob 11.0%; CAS: 473-15-4; Lib: mainlib; ID: 25231.
59
100
HO
50
149
43 55
0
67
79
93
108 122
164 189
135 175
20
30
40
50
60
70
80
204
222
90 100 110 120 130 140 150 160 170 180 190 200 210 220 230 240
Page 86 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1114 (12.752 min): Imitation2.D Compound in Library Factor = -143 83
100
50 41
55
29 0
20
30
59 67 74 40
50
60
70
95 80
153 109
123 135
161
179 189
207
226
90 100 110 120 130 140 150 160 170 180 190 200 210 220 230 240
Hit 1 : Cyclopentaneacetic acid, 3-oxo-2-pentyl-, methyl ester C13H22O3; MF: 799; RMF: 843; Prob 46.2%; CAS: 24851-98-7; Lib: mainlib; ID: 41498. 83
100
O O 50
41
55
27 0
20
30
40
50
153
59
67 74
60
70
96 80
109
123 135
169 180
O 195 207
226
90 100 110 120 130 140 150 160 170 180 190 200 210 220 230 240
Hit 2 : 9-Undecenoic acid, 2,6,10-trimethylC14H26O2; MF: 696; RMF: 700; Prob 3.26%; Lib: mainlib; ID: 28039. 69
100 41
HO
55 50
83
97
74 87 0
20
30
40
50
60
70
80
O 109
226 125
138
152
165
180
193
208
90 100 110 120 130 140 150 160 170 180 190 200 210 220 230 240
Page 87 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1145 (13.106 min): Imitation2.D Compound in Library Factor = -407 43
100
50 55
69
81
93
29 0
20
40
60
80
119 107
100
135 148 161 120
140
191 204
173
160
180
200
222 220
264
243 240
260
281 280
Hit 1 : Epiglobulol C15H26O; MF: 819; RMF: 841; Prob 10.8%; Lib: mainlib; ID: 5651. 43
100
HO H 69
50
82 109
55
93
161
H
121
29
133 147
189
204
175 0
20
40
60
80
100
120
140
160
222
180
200
220
240
260
280
Hit 2 : 1H-Benzocyclohepten-7-ol, 2,3,4,4a,5,6,7,8-octahydro-1,1,4a,7-tetramethyl-, cisC15H26O; MF: 815; RMF: 829; Prob 9.12%; CAS: 6892-80-4; Lib: replib; ID: 19977. 151
100
95 41
69 55
81
OH
119 107
50
133 189
29
204
161
222 175
0
20
40
60
80
100
120
140
160
180
200
220
240
260
280
Page 88 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1177 (13.471 min): Imitation.D Compound in Library Factor = 278 105
100
91
50
77
32 51
0
29 20
30
39
65
55
40
50
119
69 60
70
80
135
167
152
175 185
194
212 204
90 100 110 120 130 140 150 160 170 180 190 200 210 220
Hit 1 : Benzyl Benzoate C14H12O2; MF: 888; RMF: 938; Prob 88.8%; CAS: 120-51-4; Lib: replib; ID: 13845. 105
100
O
91 50
77 51
0
O
27 20
30
39
65 122
44
40
50
60
70
80
167
152
194
212
90 100 110 120 130 140 150 160 170 180 190 200 210 220
Hit 2 : Benzyl Benzoate C14H12O2; MF: 881; RMF: 941; Prob 88.8%; CAS: 120-51-4; Lib: mainlib; ID: 61201. 105
100
O
O
91
50 77 51 0
27 20
30
39 40
212
65 152
50
60
70
80
167
194
90 100 110 120 130 140 150 160 170 180 190 200 210 220
Page 89 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1184 (13.551 min): Imitation2.D Compound in Library Factor = -197 43
100
119
50 69
55
81
95 105
161 133
29 0
20
204
175
147
189 222 234
40
60
80
100
120
140
160
180
200
220
249
240
260
Hit 1 : 1H-3a,7-Methanoazulen-6-ol, octahydro-3,6,8,8-tetramethyl-, acetate, [3R-(3.alpha.,3a.beta.,6.alpha.,7.beta.,8a.alpha.)]C17H28O2; MF: 876; RMF: 878; Prob 17.8%; CAS: 77-54-3; Lib: mainlib; ID: 125471.
204
100 O O 50
175 119
43 29 0
20
69
55 40
60
81 80
95 105
161 133
189
147
222 100
120
140
160
180
200
220
249 240
260
Hit 2 : 1H-3a,7-Methanoazulen-6-ol, octahydro-3,6,8,8-tetramethyl-, acetate, [3R-(3.alpha.,3a.beta.,6.alpha.,7.beta.,8a.alpha.)]C17H28O2; MF: 867; RMF: 897; Prob 17.8%; CAS: 77-54-3; Lib: replib; ID: 24049.
204
100 O O 43
50
119
175 161
93 105
69 55
81
133
147
189
60 0
20
40
60
222 80
100
120
140
160
180
200
220
240
260
Page 90 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1204 (13.779 min): Imitation2.D Compound in Library Factor = 224 43
100
60 102 50 73 29 0
20
83
40
60
129
97
80
111
100
143 157 171
120
140
160
185
180
211 199 200
228 270
218 220
240
260
280
Hit 1 : Isopropyl Myristate C17H34O2; MF: 909; RMF: 914; Prob 77.4%; CAS: 110-27-0; Lib: replib; ID: 2233. 43
100
O 60
O
50
102 29
228
73 85
0
20
40
60
80
97
111
100
129 143 157 171
120
140
160
185
180
211 199 200
270 220
240
260
280
Hit 2 : Isopropyl Myristate C17H34O2; MF: 908; RMF: 912; Prob 77.4%; CAS: 110-27-0; Lib: mainlib; ID: 9582. 43
100
O
102
60
O
50
228
73 85
29 0
20
40
60
80
97 100
211
129 111 120
185 143 157 171 140
160
180
199 200
255 220
240
260
270 280
Page 91 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1240 (14.190 min): Imitation2.D Compound in Library Factor = 473 243
100
50 213 258 29 0
20
41
57
40
65
60
77
91
80
105 100
115 128 120
143 155 140
160
171
185 198 180
200
228 220
240
260
Hit 1 : 7-Acetyl-6-ethyl-1,1,4,4-tetramethyltetralin C18H26O; MF: 926; RMF: 928; Prob 80.2%; CAS: 88-29-9; Lib: replib; ID: 25619. 243
100
O 50 213 41 0
20
40
57
65
60
77
91
80
105 100
115 128 141 155 120
140
160
258 171 185 198 180
200
228 220
240
260
Hit 2 : Cyclopenta[g]-2-benzopyran, 1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethylC18H26O; MF: 884; RMF: 895; Prob 18.0%; CAS: 1222-05-5; Lib: mainlib; ID: 138703. 243
100
50
O 213
0
28 20
41 40
57 60
69 77 84 91 80
105 115 128 141 155 100
120
140
160
171 185 198 180
200
258 228
220
240
260
Page 92 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1246 (14.259 min): Imitation2.D Compound in Library Factor = 204 43
100
243 50
159 57
29 0
20
40
65 77
60
91
80
105 100
115 128 141 120
140
171 160
258
187 201 213 227
180
200
220
282 240
260
280
Hit 1 : 7-Acetyl-6-ethyl-1,1,4,4-tetramethyltetralin C18H26O; MF: 867; RMF: 879; Prob 59.2%; CAS: 88-29-9; Lib: replib; ID: 25601. 243
100
43
50
O
258
0
29 20
57 65 77 40
60
91
80
105 115 100
128 141
120
140
159 171 185
201
160
200
180
213 227 220
240
260
280
Hit 2 : Ethanone, 1-(5,6,7,8-tetrahydro-3,5,5,6,8,8-hexamethyl-2-naphthalenyl)C18H26O; MF: 853; RMF: 914; Prob 37.1%; CAS: 1506-02-1; Lib: mainlib; ID: 138466. 243
100 O
43
50
258 159 0
57 65 77 20
40
60
80
91
105 100
115
128 141
120
140
171 160
187 201
180
213 228 200
220
240
260
280
Page 93 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1321 (15.115 min): Imitation2.D Compound in Library Factor = 993 43
100
50
279
57
29 0
20
40
65
60
77 80
91 103 115 128 100
120
146 160 174 140
160
180
191 202 215 200
294
232 247 262
220
240
260
280
300
Hit 1 : Ethanone, 1-[4-(1,1-dimethylethyl)-2,6-dimethyl-3,5-dinitrophenyl]C14H18N2O5; MF: 954; RMF: 954; Prob 93.2%; CAS: 81-14-1; Lib: replib; ID: 3079. 43
100
279
O
50
57 29 0
20
40
65
60
77
80
91 103 100
115
O
O
N
N
O
128
294 146 160 174
120
140
160
180
O 232 247 262
191 202 215 200
220
240
260
280
300
Hit 2 : Ethanone, 1-[4-(1,1-dimethylethyl)-2,6-dimethyl-3,5-dinitrophenyl]C14H18N2O5; MF: 952; RMF: 960; Prob 93.2%; CAS: 81-14-1; Lib: replib; ID: 3078. 43
100
O
50
O
O
N
N
O 279
57 29 0
20
40
65
60
77 80
91 103 115 128 100
120
146 160 174 140
160
180
191 202 215 200
O
220
294
232 247 262 240
260
280
300
Page 94 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1342 (15.355 min): Imitation.D Compound in Library Factor = 797 55
100 41
98 86
50 69
29
227
112 125
0
20
40
60
80
100
120
155 140
173
160
187
211 197
180
241 252
200
220
240
270 281
260
280
Hit 1 : Ethylene brassylate C15H26O4; MF: 949; RMF: 956; Prob 90.4%; CAS: 105-95-3; Lib: mainlib; ID: 16894. 55
100
41
O 98 O
86 50
O
29
69 112
125
141 0
20
40
60
80
100
120
227
O
140
155
187 173
160
180
211 197
241 252
200
220
240
260
270 280
Hit 2 : Z-11-Pentadecenol C15H30O; MF: 690; RMF: 710; Prob 0.90%; Lib: mainlib; ID: 17391. 55
100
69
41
OH 83 50
97 111 124
0
20
40
60
80
100
120
137 151 166 140
160
208 179 192 180
200
226 220
240
260
280
Page 95 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1514 (17.319 min): Imitation.D Compound in Library Factor = -119 243
100 41 55 50
91 69 81
121 107 135
29
187
145 159 0
40
60
80
100
120
140
160
180
200
220
318
271
229 20
303
259
207
240
260
280
327 341 355 300
320
340
360
Hit 1 : 1-Phenanthrenecarboxylic acid, 7-ethenyl-1,2,3,4,4a,4b,5,6,7,8,10,10a-dodecahydro-1,4a,7-trimethyl-, methyl ester, [1R-(1.alpha C21H34O2; MF: 871; RMF: 890; Prob 71.9%; CAS: 72088-13-2; Lib: mainlib; ID: 138475.
243
100
O 50
41
O
55
91 105 121 69
29
79
303
133
159 173
187
259 201 215
0
20
40
60
80
100
120
140
160
180
200
229
220
318
271 289
240
260
280
300
320
340
360
Hit 2 : 1-Phenanthrenecarboxylic acid, 1,2,3,4,4a,5,6,7,8,9,10,10a-dodecahydro-1,4a-dimethyl-7-(1-methylethyl)-, methyl ester, [1R-(1.a C21H34O2; MF: 815; RMF: 879; Prob 13.7%; CAS: 33892-15-8; Lib: mainlib; ID: 138505.
243
100
91 O
50
105
79
303 121 131
O
145
70
0
20
40
60
259
80
100
120
140
318
187 159
160
177
180
201 215 200
220
271 240
260
280
300
320
340
360
Page 96 of 103
TGA RESULTS
Sample: Designer Size: 24.1320 mg Method: Ramp
Page 97 of 103
File: I:...\dsc pan Designer.001
TGA
Run Date: 09Jun2010 15:52 Instrument: TGA Q500 V20.8 Build 34
100
3.0
2.5 80
84.97% (20.50mg)
Weight (%)
60
1.5
40
Deriv. Weight (%/°C)
2.0
1.0
20 0.5 10.40% (2.510mg) 4.123% (0.9949mg)
0 0
50
100
150
200
Temperature (°C)
250
300
350
0.0 400
Universal V4.5A TA Instruments
Sample: Designer Size: 11.4910 mg Method: Ramp
Page 98 of 103
File: I:...\dsc pan Designer.002
TGA
Run Date: 09Jun2010 19:24 Instrument: TGA Q500 V20.8 Build 34
100
2.5
80
2.0
1.5
40
1.0
Weight (%)
60
Deriv. Weight (%/°C)
61.87% (7.109mg)
29.91% (3.437mg)
20
0.5
7.100% (0.8158mg)
0 0
50
100
150
200
Temperature (°C)
250
300
350
0.0 400
Universal V4.5A TA Instruments
Sample: Imitation Size: 59.6190 mg Method: Ramp
Page 99 of 103
File: I:...\manual Imitation.001
TGA
100
2.5
80
2.0
60
1.5
Weight (%)
93.82% (55.93mg)
40
1.0
20
0.5
Deriv. Weight (%/°C)
Run Date: 08Jun2010 15:44 Instrument: TGA Q500 V20.8 Build 34
5.333% (3.179mg)
0 0
50
100
150
200
Temperature (°C)
250
300
350
0.0 400
Universal V4.5A TA Instruments
Sample: Imitation Size: 14.2320 mg Method: Ramp
Page 100 of 103
File: I:...\dsc pan Imitation.002
TGA
100
5
80
4
60
3
Weight (%)
93.83% (13.35mg)
40
2
20
1
Deriv. Weight (%/°C)
Run Date: 09Jun2010 18:24 Instrument: TGA Q500 V20.8 Build 34
5.799% (0.8254mg)
0 0
50
100
150
200
Temperature (°C)
250
300
350
0 400
Universal V4.5A TA Instruments
Page 101 of 103
GC-FID RESULTS
Page 102 of 103
File : Operator : Acquired : Instrument : Sample Name: Misc Info : Vial Number:
C:\HPCHEM\1\DATA\2010\JOB2010\EXPDEF\GC-FID DATA\Designer.D KV 8 Jun 2010 11:06 using AcqMethod JORDIGEL.M HP5890 Designer Perfume 10 Designer.D\FID1A
Response_ 4400000 4200000
View Mode: Integration 4000000 3800000 3600000 3400000 3200000 3000000 2800000 2600000 2400000 2200000 2000000 1800000 1600000 1400000 1200000 1000000 800000 600000 400000 200000
Time
0.00
2.00
4.00
6.00
8.00
10.00
12.00
14.00
16.00
18.00
20.00
22.00
24.00
26.00
28.00
30.00
32.00
Page 103 of 103
File : Operator : Acquired : Instrument : Sample Name: Misc Info : Vial Number:
C:\HPCHEM\1\DATA\2010\JOB2010\EXPDEF\GC-FID DATA\Imitation.D KV 8 Jun 2010 13:09 using AcqMethod JORDIGEL.M HP5890 Imitation Perfume 11 Imitation.D\FID1A
Response_ 4800000 4600000
View Mode: Integration 4400000 4200000 4000000 3800000 3600000 3400000 3200000 3000000 2800000 2600000 2400000 2200000 2000000 1800000 1600000 1400000 1200000 1000000 800000 600000 400000 200000
Time
0.00
2.00
4.00
6.00
8.00
10.00
12.00
14.00
16.00
18.00
20.00
22.00
24.00
26.00
28.00
30.00
32.00
CASE STUDY Perfume: Generic vs. Name Brand
PROBLEM A personal care products formulation lab was trying to understand how their version of a popular designer perfume compared to the “real thing”. Sensory tests demonstrated that the scent of their version faded more quickly, and that their product dried the skin. Jordi’s role was to determine the source of the unfavorable effects to aid them in improving their formula. ANALYTICAL STRATEGY After an initial consultation call to understand the customer’s ultimate goals for the investigative analysis, Jordi Labs prepared a thorough technical proposal detailing a tailored series of recommended analytical techniques and their applicability to solving the customer’s problem. The final analytical approach agreed to by both parties is outlined below. GC-FID was used to screen for the relative quantity of alcohol between the two products and to screen for other potential volatiles. A greater alcohol concentration can affect drying of the skin. DMS was used to compare the chemistry of the oils and fragrance package in the two materials. This technique is not strictly quantitative, but an estimation of relative quantities between the products was achieved by comparing peak areas. TGA was used to compare the percentage residuals, relating to inorganic sample components. CONCLUSIONS We found that the customer’s product had a notably higher alcohol content and different fragrance package as compared to the competitive product. Read the following report to see the full analysis.
www.jordilabs.com
Page 1
E C I A L ISSOLUTIONS T S I N L .I QUUNCOMPROMISING I D C H R O M A T OIGNTEGRITY R A P H Y. MS PATERIAL
Page 1 of 103
Tel: +1 (508) 966-1301 Fax: +1 (508) 966-4063
4 M i l l S t , B e l l i n g h a m , M A . 0 2 019 U S A
Final Report Jordi Labs Perfume Analysis
Date: 06/30/10 Prepared by: Dr. Mark Jordi President Jordi Labs LLC Report Number: J4916
Jordi Labs Confidential
WEB: www.jordiflp.com | EM:
WEB: www.jordilabs.com
[email protected]
EMAIL: [email protected]
Page 2 of 103
June 30, 2010 Your Name Here Your Company Name Here
P: xxx-xxx-xxx E: [email protected]
Dear Client, Please find enclosed the test results for your sample described as: 1. Designer – Original Designer Product 2. Imitation – Imitation Product The following tests were performed: 1. Desorption Mass Spectroscopy (DMS) 2. Thermogravimetric Analysis (TGA) 3. Gas Chromatography - Flame Ionization Detector (GC-FID)
Objective The objective of this work is to compare a designer and an imitation perfume. Special attention is paid to sources of fragrance longevity and materials which may cause drying of the skin.
Summary of Results The perfumes were found to contain similar components by DMS. The Designer sample was found to contain some additional fragrance components and a UV-B absorber. The Imitation sample was found to contain isopropyl myristate, which is reported to be an emollient. GCFID and TGA were able to show the composition differences in the samples. The Designer sample was found to contain larger fragrance content, and correspondingly a lower amount of ethanol.
Page 3 of 103
Individual Test Results A summary of the individual test results is provided below. All accompanying data, including spectra, has been included in the data section of this report.
DMS: – The fragrance mixture and other volatile sample components were investigated by DMS. The samples were analyzed using an injection port temperature of 310ºC. Identifications are based on comparison with the NIST spectral library of over 147,350 compounds. Match quality is based on a 1000 scale with a perfect match indicted by a score of 1000. Table I contains a list of the components that were detected in each sample.
Table I DMS Results
X X X X
Retention Time (minutes) 3.2 4.3 5.6 (α), 6.0 (β) 6.1 6.6
Apparent Purpose Solvent Carrier Fragrance Fragrance Fragrance
X
X
7.3
Fragrance
X X X X
X X X X
7.8 7.9 8.4 8.2 8.6 8.7
Fragrance Fragrance Fragrance Fragrance Fragrance Fragrance
X
X
8.9
Fragrance
X X X X X X X X X
X X X X X X X X X X
9.1 9.8 9.9 10.1 10.8 11.0 12.3 12.3 12.9 12.6 13.4 13.5
Fragrance Fragrance Fragrance Fragrance Fragrance Fragrance
Component
Designer
Imitation
Ethanol Propylene glycol Pinene Myrcene Limonene 3,7-dimethyl-1,6-Octadien-3ol (Linalool) Laevo-camphor Benzyl Acetate Estragole Turpineol Benzene propanol Citronellol 3,7-dimethyl-2aminobenzoate-1,6-octadien3-ol (E)-citral 2,6-dimethyl-2,6-octadiene Neryl Acetate Geranyl Acetate Vanillin Coumarin Diethyl phthalate Cedrol Methyl dihydrojasmonate Cubenol Nuciferol Benzyl Benzoate
X X X X
Fragrance Fragrance Fragrance Fragrance Stabilizer
Page 4 of 103
X X
Retention Time (minutes) 13.8 13.8
Apparent Purpose Fragrance Emollient
X
14.0
Fragrance
X X X X
X X X
14.4 14.8 15.3 15.5
Octyl methoxycinnamate
X
17.3
Cinnamyl cinnamate
X
17.9
Fragrance Fragrance Fragrance Fragrance UV-B absorber Fragrance
Component
Designer
Imitation
Cedryl acetate Isopropyl Myristate 6,7-diethyl-1,2,3,4tetrahydro-1,1,4,4tetramethyl-naphthalene Versalide Isophytol Musk ketone Ethylene brassylate
X
* X indicates that a particular compound was detected in the sample.
TGA The sample was subjected to TGA analysis over the temperature range from ambient to 1000ºC. The samples were analyzed under nitrogen. Analysis results are shown in Table II. The decomposition of the Designer sample took place in three steps. The large initial weight loss is most likely due to loss of the ethanol solvent which accounted for approximately 85% of the total sample. The remaining two losses can be attributed to evaporation and thermal degradation of the fragrance components. The thermogram for the Imitation sample only exhibited two recognizable weight losses. Again the first can be attributed to the loss of ethanol, and the second to the loss of fragrance components. The major difference between the two samples is the relative amount of loss observed in each portion. The Imitation sample lost 94% at low temperature as compared to 84% for the Designer sample. This observation agrees with data from GC-FID, confirming that the Imitation sample contains more ethanol and less of the fragrance components. The Imitation sample was also observed to contain slightly more (~0.3%) residual inorganic material.
Sample Designer Imitation
Weight Loss Step 1 2 3 1 2
Table II TGA Weight Loss Weight Loss Total % Weight % Loss 84.97 10.40 99.49 4.123 93.82 99.15 5.333
% Residual 0.51 0.85
Page 5 of 103
Designer - Red Imitation - Blue
Figure I – Overlay of TGA thermograms.
GC-FID GC-FID was used to screen the samples for the relative quantity of the solvent and other volatile materials. The Imitation sample was observed to contain a larger amount of ethanol than was observed for the Designer sample. This conclusion is based on the observed peak area of the peak at 2.5 minutes retention time. Figure II contains an overlay of the GC-FID chromatograms in this region.
Page 6 of 103
Designer - Red Imitation - Blue
Figure II – Overlay of GC-FID chromatograms in the solvent region. Additional components, including the fragrances detected, were observed between 6 and 20 minutes retention time. All components observed in the Imitation sample appear at lower concentration than those observed in the Designer sample. Figure III contains an overlay of sample chromatograms in this region. Designer - Red Imitation - Blue
Figure III – Overlay of GC-FID chromatograms in the fragrance region.
Page 7 of 103
Analysis Conditions DMS The samples were analyzed using a Hewlet 5890 gas chromatograph in conjunction with a 5972 mass selective detector and a thermal desorption attachment. Data acquisition was accomplished using chemstation software. Sample peaks were compared with over 147,350 reference compounds using the NIST/EPA/NIH mass spectral search program. A blank run was used immediately before analysis of the samples to ensure the absence of contaminants. The sample was analyzed in duplicate to confirm the repeatability of the results. Sample Size = 0.1µL Initial Delay = 2.0 minutes Initial Temperature: 50ºC Final Temperature: 320ºC Temperature Ramp Rate 1: 15ºC per minute Injector Port Temperature: 310ºC Detector Temperature: 310ºC Injector Split = NA Mass Range: Low Mass = 29, High Mass = 550
TGA Analysis of samples was accomplished using a TA 500 Thermogravimetric Analyzer in combination with TA Universal Analysis software. Approximately 30mg of the sample was weighed into a platinum weigh boat for each analysis. Samples were run under a nitrogen atmosphere and heated from ambient to 1000°C at a rate of 20°C per minute. GC-FID The samples were analyzed directly using an HP 5890a gas chromatograph in conjunction with a flame ionization detector. Data acquisition was accomplished using chemstation software. A blank run was used immediately before analysis of the samples to insure the absence of contaminants. The following run conditions were applied for Gas Chromatographic analysis: Injection Size = 1uL Initial Temperature: 50ºC Final Temperature: 320ºC Temperature Ramp Rate 1: 15ºC per minute Injector Port Temperature: 310ºC Detector Temperature: 320ºC
Page 8 of 103
Injector Split = NA Column = RTX-5MS 30m x .25mm
Closing Comments Deformulation of an unknown material is intended to provide a best estimate of the chemical nature of the sample. All chemical structures are supported by the evidence presented but are subject to revision upon receipt of additional evidence. Additional factors such as material processing conditions may also affect final material properties. Jordi Labs’ reports are issued solely for the use of the clients to whom they are addressed. No quotations from reports or use of the Jordi name is permitted except as authorized in writing. The liability of Jordi Labs with respect to the services rendered shall be limited to the amount of consideration paid for such services and do not include any consequential damages. Jordi Labs specializes in polymer testing and has 25 years experience doing complete polymer deformulations. We are one of the few labs in the country specialized in this type of testing. We will work closely with you to help explain your test results and solve your problem. We appreciate your business and are looking forward to speaking with you concerning these results. Sincerely,
Mark Jordi Mark Jordi, Ph. D. President Jordi Labs LLC
Page 9 of 103
Appendix Table of Contents • • •
Pages 10-95 – DMS Data Page 96-100 – TGA Data Page 101-103 – GC-FID Data
Page 10 of 103
DMS RESULTS Designer
Page 11 of 103
File : Operator : Acquired : Instrument : Sample Name: Misc Info : Vial Number: Abundance
C:\HPCHEM\1\DATA\2010\JOB2010\EXPDEF\Designer.D KR 5 Jun 2010 21:35 using AcqMethod DESORP2 DMS Instr Designer .1ul desorp2 inj 310 ramp 50-320 15C/min 100 TIC: Designer3.D
3.46
4400000 4200000 4000000 3800000 3600000 8.99
3400000
12.86
7.37
3200000 6.60 3000000
15.54
13.03 10.82
2800000
12.34
2600000
8.76
11.08 10.16 10.63
2400000 2200000
6.88
13.26
11.46
8.37 8.00
2000000
13.75
6.03
1800000
15.32 14.41 14.79
17.30
14.36
1600000 1400000
13.36 13.92
10.30
1200000
9.84 10.49
6.11
13.99 13.58
1000000 9.95 7.84 9.10
800000
21.82
17.89
24.07
6.73
600000
16.44 400000
5.59
200000
Time-->
2.00
4.00
6.00
8.00
10.00
12.00
14.00
16.00
18.00
20.00
22.00
24.00
26.00
28.00
30.00
32.00
34.00
Page 12 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 300 (3.464 min): Designer.D Compound in Library Factor = 475 31
100
50
45 29
0
40 41 42
33 20
23
26
29
32
35
38
46
43
41
47 44
47
50
53
56
59
56
59
56
59
Hit 1 : Ethyl alcohol C2H6O; MF: 921; RMF: 921; Prob 94.3%; CAS: 64-17-5; Lib: replib; ID: 551. 31
100
OH 45
50
27 0
24 25
22 20
23
26
46
29 30
28
26
32 33
29
32
3940 41 35
38
42
43
41
44
47
44
47
50
53
Hit 2 : Ethyl alcohol C2H6O; MF: 912; RMF: 913; Prob 94.3%; CAS: 64-17-5; Lib: mainlib; ID: 1334. 31
100
OH 45
50 29
27
0
24 25 20
23
26 26
46 30
28 29
41
33 32
35
38
41
42
43 44
47
44
47
50
53
Page 13 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 486 (5.588 min): Designer3.D Compound in Library Factor = -110 93
100
50 77
41 53
29 0
67
105
121
87 20
30
40
50
60
70
80
136
207
90 100 110 120 130 140 150 160 170 180 190 200 210 220
Hit 1 : 1R-.alpha.-Pinene C10H16; MF: 947; RMF: 952; Prob 17.0%; CAS: 7785-70-8; Lib: replib; ID: 12053. 93
100
50 77
41 53 0
20
30
40
50
105
67 60
70
80
121
136
90 100 110 120 130 140 150 160 170 180 190 200 210 220
Hit 2 : .alpha.-Pinene C10H16; MF: 946; RMF: 953; Prob 16.3%; CAS: 80-56-8; Lib: mainlib; ID: 51652. 93
100
50 77 27 0
41 53 58
20
30
40
50
60
105
67 70
80
121
136
90 100 110 120 130 140 150 160 170 180 190 200 210 220
Page 14 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 525 (6.033 min): Designer3.D Compound in Library Factor = -100 93
100
41
50
69 77
39 29 0
20
30
43 40
67
53 57 50
91
60
89
74 70
80
99
90
100
107 110
121 120
136 130
140
150
Hit 1 : .beta.-Pinene C10H16; MF: 941; RMF: 941; Prob 31.9%; CAS: 127-91-3; Lib: replib; ID: 11947. 93
100
41
50
69 27 29
0
20
30
79
39 43 40
53 50
67 60
70
91 107
80
90
100
110
136
121 120
130
140
150
Hit 2 : Bicyclo[3.1.1]heptane, 6,6-dimethyl-2-methylene-, (1S)C10H16; MF: 939; RMF: 944; Prob 29.4%; CAS: 18172-67-3; Lib: replib; ID: 11958. 93
100
50
41 69 39 27
0
20
30
43 40
79
67
53 60
107
89
57 50
91
70
80
90
100
110
121
120
136 130
140
150
Page 15 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 532 (6.113 min): Designer3.D Compound in Library Factor = 125 41
100
93 69 50 39 29 0
20
30
43 40
53
91
79
67
100 107
85 50
60
70
80
90
100
110
121 120
136 130
140
150
Hit 1 : .beta.-Myrcene C10H16; MF: 913; RMF: 915; Prob 53.6%; CAS: 123-35-3; Lib: mainlib; ID: 3407. 41
100
93
69
50 27
39 53
29 0
20
30
40
79
67
43
91
107
74 50
60
70
80
90
100
110
121 120
136 130
140
150
Hit 2 : .beta.-Myrcene C10H16; MF: 897; RMF: 899; Prob 53.6%; CAS: 123-35-3; Lib: replib; ID: 1200. 41
100
93 69
50
27
39
67
53 43
0
20
30
40
79
65 50
60
91 107
89 70
80
90
100
110
121 120
136 130
140
150
Page 16 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 575 (6.604 min): Designer3.D Compound in Library Factor = -103 68
100
93 50 39
79
53
77 51 55
29 0
37 20
30
50
121
136
89
74
40
107
65 60
70
80
154
90
100
110
120
130
140
150
160
150
160
150
160
Hit 1 : Limonene C10H16; MF: 935; RMF: 936; Prob 21.9%; CAS: 138-86-3; Lib: replib; ID: 7399. 68
100
93
39 50
41
27
53
79 77
29 0
51
20
30
40
50
136
121
89
58
32
107
65
55 60
70
80
90
100
110
120
130
140
Hit 2 : D-Limonene C10H16; MF: 931; RMF: 931; Prob 18.5%; CAS: 5989-27-5; Lib: replib; ID: 7415. 68
100
93
50 41
27 0
32 20
30
43 40
79 77 81 74
53 51 55 50
65 60
70
80
107
136
121
89 90
100
110
120
130
140
Page 17 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 586 (6.730 min): Designer3.D Compound in Library Factor = -371 100
29
50
41
32 0
83
55
100
20
93
67 40
60
80
107
100
121 120
136
156
140
207
160
180
200
253 220
240
260
220
240
260
220
240
260
Hit 1 : 2-Butenoic acid, 3-methyl-, 2-methylpropyl ester C9H16O2; MF: 818; RMF: 858; Prob 21.2%; CAS: 30434-54-9; Lib: mainlib; ID: 40872. 83
100
O
50 29 39
0
100
55
67 20
40
60
O 156
113 80
100
120
140
160
180
200
Hit 2 : 3-Methyl-2-butenoic acid, heptyl ester C12H22O2; MF: 815; RMF: 846; Prob 18.7%; Lib: mainlib; ID: 41622. 83
100
O 29
50
100
55
O
41
69 0
20
40
60
198
113 80
100
120
140
160
180
200
Page 18 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 599 (6.878 min): Designer3.D Compound in Library Factor = 165 93
100
91 50
77 39 43 29
0
20
30
51 55
65
83
74 40
50
60
70
136
121
79
80
105 89
125
90
100
110
120
130
140
150
Hit 1 : 1,4-Cyclohexadiene, 1-methyl-4-(1-methylethyl)C10H16; MF: 947; RMF: 956; Prob 28.7%; CAS: 99-85-4; Lib: replib; ID: 12042. 93
100
91 50
77
27 0
20
30
39 43
40
51 50
105
65
55 60
136
121
79 89 70
80
90
100
110
120
130
140
150
Hit 2 : 1,4-Cyclohexadiene, 1-methyl-4-(1-methylethyl)C10H16; MF: 946; RMF: 962; Prob 28.7%; CAS: 99-85-4; Lib: replib; ID: 12040. 93
100
50 77 27
39 43
0
20
30
40
50
65
55 60
105
89 70
80
90
136
121
79 51
29
91
100
110
120
130
140
150
Page 19 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 642 (7.369 min): Designer3.D Compound in Library Factor = 178 71
100 43
93
55 50
69 39 53
29 0
30
40
121
83
51
31 20
80
67
96
86
50
60
70
80
90
100
107 110
136
125 120
130
140
154 150
160
Hit 1 : 1,6-Octadien-3-ol, 3,7-dimethylC10H18O; MF: 918; RMF: 918; Prob 74.5%; CAS: 78-70-6; Lib: mainlib; ID: 30690. 71
100
41
93 55
50
69 39
27
20
30
80 83
67
53 59 65 45 51
31 0
OH
40
50
60
121 96
70
80
90
100
107 110
127 120
130
136 140
154 150
160
Hit 2 : 1,6-Octadien-3-ol, 3,7-dimethylC10H18O; MF: 915; RMF: 919; Prob 74.5%; CAS: 78-70-6; Lib: replib; ID: 8161. 71
100
93
41 55
50
OH
69 80
39
27 0
31 20
30
40
67
53 59 65 51 45 50
60
121
83 96
70
80
90
100
107 110
127 120
130
136 140
150
160
Page 20 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 683 (7.837 min): Designer3.D Compound in Library Factor = 141 95
100 41
81
55
50
69 108 152
29 32 0
20
119 40
60
80
100
120
137 140
253
207 160
180
200
220
240
260
Hit 1 : Bicyclo[2.2.1]heptan-2-one, 1,7,7-trimethyl-, (1S)C10H16O; MF: 942; RMF: 967; Prob 43.8%; CAS: 464-48-2; Lib: mainlib; ID: 53149. 95
100 81 41
50
55
O
69
108 152
27 0
123 20
40
60
80
100
120
137 140
160
180
200
220
240
260
200
220
240
260
Hit 2 : Camphor C10H16O; MF: 928; RMF: 936; Prob 27.4%; CAS: 76-22-2; Lib: replib; ID: 12335. 95
100
41
81 50 55
69
O
108 152
27 0
121 20
40
60
80
100
120
137 140
160
180
Page 21 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 697 (7.997 min): Designer3.D Compound in Library Factor = 336 108
100
91 43 50 79 39 0
63
29 20
30
40
150
65
51
50
60
69 74 70
95
85 80
90
121 100
110
120
138 130
140
150
160
Hit 1 : Acetic acid, phenylmethyl ester C9H10O2; MF: 944; RMF: 949; Prob 89.2%; CAS: 140-11-4; Lib: replib; ID: 14560. 108
100 O 91 O 50
43 150
79
0
27 31 20
30
65
51
39
63
40
50
60
74 70
86 80
90
100
110
120
130
140
150
160
Hit 2 : Acetic acid, phenylmethyl ester C9H10O2; MF: 933; RMF: 938; Prob 89.2%; CAS: 140-11-4; Lib: mainlib; ID: 64787. 108
100
O 91
43
O
50
150
79
0
27 31 20
30
39 41 45 40
51
50
77
65 63 60
74 70
86 80
90
100
110
120
130
140
150
160
Page 22 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 730 (8.374 min): Designer3.D Compound in Library Factor = 342 148
100
50
121
77 91 39
0
29 20
51 55
40
105
133
63 74
60
253 80
100
120
140
160
180
200
220
240
260
220
240
260
220
240
260
Hit 1 : Estragole C10H12O; MF: 960; RMF: 962; Prob 75.2%; CAS: 140-67-0; Lib: replib; ID: 19656. 148
100
50
121 77
27 0
20
39
51
40
63 60
91
105
133 O
74 80
100
120
140
160
180
200
Hit 2 : Estragole C10H12O; MF: 959; RMF: 972; Prob 75.2%; CAS: 140-67-0; Lib: mainlib; ID: 94865. 148
100
50
77
121 91
51 27 0
20
39 40
105
133
63
O
55 60
80
100
120
140
160
180
200
Page 23 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 764 (8.762 min): Designer3.D Compound in Library Factor = -107 41
100
69
55
50
81 95 31 109
0
123 129
20
40
60
80
100
120
138 140
156 160
253 180
200
220
240
260
200
220
240
260
240
260
Hit 1 : 6-Octen-1-ol, 3,7-dimethylC10H20O; MF: 922; RMF: 924; Prob 31.9%; CAS: 106-22-9; Lib: mainlib; ID: 3042. 41
100
69 HO 55
50
82 95
27
109 0
20
40
60
80
100
123 120
138 140
156 160
180
Hit 2 : 6-Octen-1-ol, 3,7-dimethyl-, (R)C10H20O; MF: 918; RMF: 921; Prob 26.9%; CAS: 1117-61-9; Lib: mainlib; ID: 28138. 69
100 41
50
55
OH 81
95
27 0
20
109
40
60
80
100
123 138 120
140
156 160
180
200
220
Page 24 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 784 (8.991 min): Designer3.D Compound in Library Factor = 170 43
100
93 41 50 80 55
39 31 20
30
40
50
121
67
53 51
29 0
69 107
83 60
70
80
90
100
127
110
120
130
136
154
140
150
160
Hit 1 : 1,6-Octadien-3-ol, 3,7-dimethyl-, 2-aminobenzoate C17H23NO2; MF: 962; RMF: 966; Prob 76.1%; CAS: 7149-26-0; Lib: mainlib; ID: 51289. 100
93
43
NH2
O
41
50
69 55 39
27 0
O
53
30
71 77
51
31 20
67
40
50
80
60
70
121
91 105
83
80
90
100
136
113 110
120
130
154
140
150
160
Hit 2 : 1,6-Octadien-3-ol, 3,7-dimethyl-, acetate C12H20O2; MF: 912; RMF: 912; Prob 15.5%; CAS: 115-95-7; Lib: mainlib; ID: 51290. 93
100
O O
43 69
50
80 39
27 0
31 20
30
40
55 45
60 65 50
121
71
60
107
83 89 70
80
90
100
136 113
110
154
127 120
130
140
150
160
Page 25 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 794 (9.105 min): Designer3.D Compound in Library Factor = 112 41
100
69
50
84
29 0
20
53 40
94 109
60
80
100
123 137 152
120
140
160
253
207 180
200
220
240
331
260
280
300
320
340
260
280
300
320
340
260
280
300
320
340
Hit 1 : 2,6-Octadienal, 3,7-dimethyl-, (E)C10H16O; MF: 885; RMF: 889; Prob 39.1%; CAS: 141-27-5; Lib: mainlib; ID: 2980. 41
100
69
O
50 84
27 0
20
94
53 40
60
80
109 123 137 152
100
120
140
160
180
200
220
240
Hit 2 : 2,6-Octadienal, 3,7-dimethyl-, (Z)C10H16O; MF: 873; RMF: 878; Prob 26.0%; CAS: 106-26-3; Lib: mainlib; ID: 2942. 41
100
69 O 50 27
84 53
0
20
40
60
80
94
109
100
123 137 152
120
140
160
180
200
220
240
Page 26 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 858 (9.836 min): Designer3.D Compound in Library Factor = -388 43
100
69 81 50
95
55
119 109
29 0
138 151 161 178 191 204
20
40
60
80
100
120
140
160
180
200
253 220
240
331
260
280
300
320
340
260
280
300
320
340
260
280
300
320
340
Hit 1 : 2,6-Octadiene, 2,6-dimethylC10H18; MF: 801; RMF: 822; Prob 14.3%; CAS: 2792-39-4; Lib: replib; ID: 2290. 43
100
69 81 95 55
50
123 138
109 61 0
20
40
60
80
100
120
140
160
180
200
220
240
Hit 2 : 6-Octen-1-ol, 3,7-dimethyl-, acetate C12H22O2; MF: 799; RMF: 882; Prob 13.2%; CAS: 150-84-5; Lib: replib; ID: 7605. 69
43
100
81
O
O
95 123
55 50
138 109 27 0
20
61 40
60
199
155 80
100
120
140
160
180
200
220
240
Page 27 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 868 (9.950 min): Designer3.D Compound in Library Factor = 103 69
100 41
50 93 29 0
20
80
53 40
107
60
80
100
121 120
136 140
154 160
175 189 204 180
200
253 220
240
331
260
280
300
320
340
260
280
300
320
340
260
280
300
320
340
Hit 1 : 2,6-Octadien-1-ol, 3,7-dimethyl-, acetate, (Z)C12H20O2; MF: 916; RMF: 944; Prob 44.9%; CAS: 141-12-8; Lib: replib; ID: 7487. 69
100
O
O
41
50 93
0
20
80
53
27 40
107
60
80
100
121 136 120
140
154 160
180
200
220
240
Hit 2 : 2,6-Octadien-1-ol, 3,7-dimethyl-, acetate, (Z)C12H20O2; MF: 898; RMF: 906; Prob 44.9%; CAS: 141-12-8; Lib: mainlib; ID: 28008. 69
100
O
O
41 50
93 80 53
27 0
20
40
60
107 80
100
121 136 154 120
140
160
196 180
200
220
240
Page 28 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 886 (10.155 min): Designer3.D Compound in Library Factor = 168 69
100
43 50 93
0
20
30
80
53
29 40
50
60
70
85
80
107 90
121 127
136
147 154 161
189
204
100 110 120 130 140 150 160 170 180 190 200 210
Hit 1 : 2,6-Octadien-1-ol, 3,7-dimethyl-, acetate C12H20O2; MF: 957; RMF: 966; Prob 47.4%; CAS: 16409-44-2; Lib: replib; ID: 7488. 69
41
100
O
50
O 93 53
0
20
30
40
50
80
60
70
121
85
80
107 90
136
127
154
100 110 120 130 140 150 160 170 180 190 200 210
Hit 2 : 2,6-Octadien-1-ol, 3,7-dimethyl-, acetate, (E)C12H20O2; MF: 947; RMF: 950; Prob 33.5%; CAS: 105-87-3; Lib: replib; ID: 7492. 69
100
O
50
O
41 93 27
0
20
30
80
53 40
50
60
70
80
85
121 107
90
127
136 154
196
100 110 120 130 140 150 160 170 180 190 200 210
Page 29 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 899 (10.304 min): Designer3.D Compound in Library Factor = -185 189
100
50
105 91
41 55
29 0
81
119 133
67
204
147 161 175
20
40
60
80
100
120
140
160
253
180
200
220
331
240
260
280
300
320
340
240
260
280
300
320
340
Hit 1 : 2-Isopropenyl-4a,8-dimethyl-1,2,3,4,4a,5,6,7-octahydronaphthalene C15H24; MF: 881; RMF: 888; Prob 16.0%; Lib: mainlib; ID: 118910. 189
100
133 50
41 55 29
0
20
81
204
91 105 147 161
123
67
175 40
60
80
100
120
140
160
180
200
220
Hit 2 : 1H-Cycloprop[e]azulene, 1a,2,3,4,4a,5,6,7b-octahydro-1,1,4,7-tetramethyl-, [1aR-(1a.alpha.,4.alpha.,4a.beta.,7b.alpha.)]C15H24; MF: 862; RMF: 865; Prob 7.74%; CAS: 489-40-7; Lib: mainlib; ID: 125451.
100
105
189
41
91
119
55
50
204
161
133 81
147
67
29
175 0
20
40
60
80
100
120
140
160
180
200
220
240
260
280
300
320
340
Page 30 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 915 (10.486 min): Designer3.D Compound in Library Factor = -733 189
100 151
81
50
105 29
41 53
91
133
65
204 161
0
20
50
80
110
140
253
170
200
230
260
327 290
320
405 350
380
410
Hit 1 : 1H-Benzocyclohepten-7-ol, 2,3,4,4a,5,6,7,8-octahydro-1,1,4a,7-tetramethyl-, cisC15H26O; MF: 742; RMF: 745; Prob 20.8%; CAS: 6892-80-4; Lib: replib; ID: 19977. 151
100
95 41
69 81
55
119 107
OH
50
133 189
29
204
161
222 175
0
20
50
80
110
140
170
200
230
260
290
320
350
380
410
290
320
350
380
410
Hit 2 : 2-Isopropenyl-4a,8-dimethyl-1,2,3,4,4a,5,6,7-octahydronaphthalene C15H24; MF: 728; RMF: 853; Prob 13.0%; Lib: mainlib; ID: 118910. 189
100
133 50
41 55 29
0
20
81
204
91 105 123
67
147 175
50
80
110
140
170
200
230
260
Page 31 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 928 (10.635 min): Designer3.D Compound in Library Factor = -804 119
100
151
50 41
81 53
69
29 0
93 105
77
32 20
161
136 40
60
80
100
120
204 175
140
160
189
180
253 200
220
240
260
Hit 1 : 1H-3a,7-Methanoazulene, 2,3,4,7,8,8a-hexahydro-3,6,8,8-tetramethyl-, [3R-(3.alpha.,3a.beta.,7.beta.,8a.alpha.)]C15H24; MF: 743; RMF: 887; Prob 13.3%; CAS: 469-61-4; Lib: replib; ID: 15877.
119
100
93
50 41
105
69 55
161
77
136 147
29 0
20
40
60
80
100
120
140
204 175
160
189
180
200
220
240
260
220
240
260
Hit 2 : Di-epi-.alpha.-cedrene C15H24; MF: 740; RMF: 859; Prob 11.8%; Lib: mainlib; ID: 72092. 119
100
93
50
105
41 55 29 0
20
69
161
77
133
147 175
40
60
80
100
120
140
160
180
189
H 204
200
Page 32 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 944 (10.818 min): Designer3.D Compound in Library Factor = -181 151
100
50
81
29 0
20
30
43
40
109
53 65
50
60
77 70
80
115
91 90
123 133
176
161
189
204
100 110 120 130 140 150 160 170 180 190 200 210
Hit 1 : Vanillin C8H8O3; MF: 855; RMF: 905; Prob 37.2%; CAS: 121-33-5; Lib: mainlib; ID: 98716. 152
100 O O 50
HO 81 27
0
20
30
39 40
109
51
50
65 60
123 137
95 70
80
90
100 110 120 130 140 150 160 170 180 190 200 210
Hit 2 : Benzaldehyde, 3-hydroxy-4-methoxyC8H8O3; MF: 854; RMF: 912; Prob 35.8%; CAS: 621-59-0; Lib: replib; ID: 20012. 151
100
O HO 81
50 53 29
109
39
65 93
0
20
30
40
50
60
70
80
90
123 137
O
100 110 120 130 140 150 160 170 180 190 200 210
Page 33 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 967 (11.080 min): Designer3.D Compound in Library Factor = 143 118
100
146
90
50 63 39 0
29 20
30
45
40
51 50
75 60
70
86 80
103
135
151 161
175 185
204
90 100 110 120 130 140 150 160 170 180 190 200 210 220
Hit 1 : 2H-1-Benzopyran-2-one C9H6O2; MF: 868; RMF: 908; Prob 77.2%; CAS: 91-64-5; Lib: replib; ID: 15749. 118
100
146
50
90 O
63
0
26 20
30
39
45
40
51 50
74 60
70
86 80
O
98
90 100 110 120 130 140 150 160 170 180 190 200 210 220
Hit 2 : 2H-1-Benzopyran-2-one C9H6O2; MF: 862; RMF: 913; Prob 77.2%; CAS: 91-64-5; Lib: replib; ID: 15748. 118
100
146 90
50
O
63 39 0
26 31 20
30
40
45
51 50
74 60
70
86 80
O
98
90 100 110 120 130 140 150 160 170 180 190 200 210 220
Page 34 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1000 (11.457 min): Designer3.D Compound in Library Factor = -328 191
100 107 135 41
91 55
79
50
206
121
163
67
29
147 173
0
220 20
40
60
80
100
120
140
160
180
200
220
253 240
260
281 280
327 300
320
340
Hit 1 : 2-Butenal, 2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)C14H22O; MF: 834; RMF: 838; Prob 22.1%; CAS: 3155-71-3; Lib: mainlib; ID: 64185. 107
100 41
81
55
123 206
95
191
135 163
69
50
H O
29 149 0
20
40
60
80
100
120
140
173
160
180
200
220
240
260
280
300
320
340
320
340
Hit 2 : 4-(2,2-Dimethyl-6-methylenecyclohexylidene)-3-methylbutan-2-one C14H22O; MF: 829; RMF: 834; Prob 17.8%; CAS: 93175-74-7; Lib: mainlib; ID: 104424. 163
100 43
O
107 69
50 55
191
93 121
79
133
29 0
20
40
60
80
100
120
149
140
160
173 180
206 200
220
240
260
280
300
Page 35 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1077 (12.336 min): Designer3.D Compound in Library Factor = 513 149
100
50 177
29 39 0
20
30
40
65
50 50
60
76 70
80
93
105
121
132
164
222
194
90 100 110 120 130 140 150 160 170 180 190 200 210 220 230
Hit 1 : Diethyl Phthalate C12H14O4; MF: 961; RMF: 974; Prob 90.7%; CAS: 84-66-2; Lib: replib; ID: 19810. 149
100
O O
50
0
O
20
29
39
30
40
50 50
76
65 60
70
80
177 93
105
121
O
132
222
90 100 110 120 130 140 150 160 170 180 190 200 210 220 230
Hit 2 : Diethyl Phthalate C12H14O4; MF: 947; RMF: 948; Prob 90.7%; CAS: 84-66-2; Lib: replib; ID: 19812. 149
100
O O
50
O 177 29
0
20
30
39
50
40
50
76
65 57 60
70
80
93
105
121
132
163
O 194
222
90 100 110 120 130 140 150 160 170 180 190 200 210 220 230
Page 36 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1123 (12.861 min): Designer3.D Compound in Library Factor = -137 83
100
50 41
55
29 0
20
30
153
59 67 74 40
50
60
70
91 80
109
123
137
195 204
165 177
226
90 100 110 120 130 140 150 160 170 180 190 200 210 220 230 240
Hit 1 : Cyclopentaneacetic acid, 3-oxo-2-pentyl-, methyl ester C13H22O3; MF: 797; RMF: 825; Prob 70.7%; CAS: 24851-98-7; Lib: mainlib; ID: 41498. 83
100
O O 50
41
55
27 0
20
30
40
50
153
59
67 74
60
70
96 80
109
123 135
169 180
O 195 207
226
90 100 110 120 130 140 150 160 170 180 190 200 210 220 230 240
Hit 2 : Isocitronellol C10H20O; MF: 687; RMF: 799; Prob 4.52%; CAS: 18479-52-2; Lib: mainlib; ID: 41109. 83
100
55
50
OH
41 67
27 0
20
30
40
50
60
70
95 80
109
123
138
156
90 100 110 120 130 140 150 160 170 180 190 200 210 220 230 240
Page 37 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1138 (13.033 min): Designer3.D Compound in Library Factor = 123 83
100
50 41
55
29 0
20
30
153
59 67 74 40
50
60
70
96 80
109
119
135
149
169
195 204
226
90 100 110 120 130 140 150 160 170 180 190 200 210 220 230 240
Hit 1 : Cyclopentaneacetic acid, 3-oxo-2-pentyl-, methyl ester C13H22O3; MF: 811; RMF: 849; Prob 66.3%; CAS: 24851-98-7; Lib: mainlib; ID: 41498. 83
100
O O 50
41
55
27 0
20
30
40
50
153
59
67 74
60
70
96 80
109
123 135
169 180
O 195 207
226
90 100 110 120 130 140 150 160 170 180 190 200 210 220 230 240
Hit 2 : Isocitronellol C10H20O; MF: 676; RMF: 806; Prob 2.51%; CAS: 18479-52-2; Lib: mainlib; ID: 41109. 83
100
55
50
OH
41 67
27 0
20
30
40
50
60
70
95 80
109
123
138
156
90 100 110 120 130 140 150 160 170 180 190 200 210 220 230 240
Page 38 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1158 (13.261 min): Designer3.D Compound in Library Factor = -1120 69
100
41
136
50
164
81
0
20
93
55
29
107
196
121 40
60
80
100
120
149 140
173 160
180
204 200
222 220
243 240
264 260
Hit 1 : 2,6,10-Dodecatrien-1-ol, 3,7,11-trimethyl-, (E,E)C15H26O; MF: 740; RMF: 846; Prob 7.52%; CAS: 106-28-5; Lib: mainlib; ID: 3080. 41
100
69
OH
50 81 93
53 0
20
40
107 121 60
80
100
120
136
148 161
140
160
179 191 204 180
200
222 220
240
260
240
260
Hit 2 : 1,6,10-Dodecatrien-3-ol, 3,7,11-trimethylC15H26O; MF: 736; RMF: 763; Prob 6.35%; CAS: 7212-44-4; Lib: replib; ID: 7568. 69
100
HO 41 93
50 55
81
107 123
27 0
20
40
60
80
100
120
136
161 177 189
148 140
160
180
204 200
222 220
Page 39 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1167 (13.364 min): Designer3.D Compound in Library Factor = -117 119
100
94 43
50
132
105 79 55
29
65
145
83
157 0
20
40
60
80
100
120
140
160
177 189 200 180
200
218 231 220
240
281 260
280
Hit 1 : 6-(p-Tolyl)-2-methyl-2-heptenol C15H22O; MF: 867; RMF: 892; Prob 60.9%; CAS: 39599-18-3; Lib: mainlib; ID: 72280. 119
100
132
OH
50 91
43 55 65 0
20
40
60
105
77
145 157
80
100
120
140
160
171 185 180
200 200
218 220
240
260
280
Hit 2 : Cedren-13-ol, 8C15H24O; MF: 802; RMF: 822; Prob 9.80%; CAS: 18319-35-2; Lib: mainlib; ID: 71326. 119
100
41 50
91
105
55
132
77
145
67
189
161 173
0
20
40
60
80
100
120
140
160
180
220
OH
202 200
220
240
260
280
Page 40 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1186 (13.581 min): Designer3.D Compound in Library Factor = -278 119
100 93 43 50
55 29
132
105
77 67
149 161
0
20
40
60
80
100
120
140
160
177 187 180
204 200
220 220
238 240
281 260
280
Hit 1 : Bergamotol, Z-.alpha.-transC15H24O; MF: 839; RMF: 873; Prob 34.9%; CAS: 88034-74-6; Lib: mainlib; ID: 51309. 93
100
43 50
119 55
79
107
132
OH
68 145 0
20
40
60
80
100
120
140
159 173 187 202
220
160
220
180
200
240
260
280
Hit 2 : Cedren-13-ol, 8C15H24O; MF: 830; RMF: 845; Prob 25.4%; CAS: 18319-35-2; Lib: mainlib; ID: 71326. 119
100
41 50
91
105
55
132
77
145
67
189
161 173
0
20
40
60
80
100
120
140
160
180
220
OH
202 200
220
240
260
280
Page 41 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1201 (13.752 min): Designer3.D Compound in Library Factor = 120 43
100
119 50 55
69 79
161
93 105 133 147
29 0
204
175
20
189 222
40
60
80
100
120
140
160
180
200
220
246 240
264 260
Hit 1 : 1H-3a,7-Methanoazulen-6-ol, octahydro-3,6,8,8-tetramethyl-, acetate, [3R-(3.alpha.,3a.beta.,6.alpha.,7.beta.,8a.alpha.)]C17H28O2; MF: 892; RMF: 897; Prob 20.7%; CAS: 77-54-3; Lib: mainlib; ID: 125471.
204
100 O O 50
175 119
43 29 0
20
55 40
69
60
81 80
95 105
161 189
133 147
222 100
120
140
160
180
200
220
249 240
264 260
Hit 2 : 1H-3a,7-Methanoazulen-6-ol, octahydro-3,6,8,8-tetramethyl-, acetate, [3R-(3.alpha.,3a.beta.,6.alpha.,7.beta.,8a.alpha.)]C17H28O2; MF: 870; RMF: 904; Prob 20.7%; CAS: 77-54-3; Lib: replib; ID: 24049.
204
100
O 43
50
119 161 93 105
69 55 0
O
175
133 147
81
189 222
20
40
60
80
100
120
140
160
180
200
220
240
260
Page 42 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1216 (13.923 min): Designer3.D Compound in Library Factor = -1149 135
100
47 75 103
50 29
220
43 51
0
20
40
91
65 60
80
149
119 100
120
140
161 160
191 205
175 180
200
228 220
246
266
281
240
260
280
240
260
280
240
260
280
Hit 1 : 2-Heptanone, 6-methyl-6-[3-methyl-3-(1-methylethenyl)-1-cyclopropen-1-yl]C15H24O; MF: 672; RMF: 719; Prob 17.4%; CAS: 69296-87-3; Lib: mainlib; ID: 84618. 135
100
50
43
20
69
55
27 0
119
40
60
91 77
105
80
O
147
85
205
162 177 187 100
120
140
160
180
200
220 220
Hit 2 : 1,4-Benzenediamine, N-(1-methylheptyl)C14H24N2; MF: 670; RMF: 682; Prob 16.1%; CAS: 39563-50-3; Lib: mainlib; ID: 84554. 135
100
HN 50 29 41 53 0
20
40
65 60
80 80
93
100
220
NH2
107 119 120
148 161 140
160
177 191 180
205
200
220
Page 43 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1222 (13.992 min): Designer3.D Compound in Library Factor = -513 229
100
50 43 29 0
20
55
40
69 77
60
91
80
105 115 128 141 100
120
140
157 171 160
199 184
180
243 258
213 200
220
240
281
260
280
260
280
260
280
Hit 1 : Naphthalene, 6,7-diethyl-1,2,3,4-tetrahydro-1,1,4,4-tetramethylC18H28; MF: 746; RMF: 780; Prob 56.5%; CAS: 55741-10-1; Lib: mainlib; ID: 134407. 229
100
50
29 0
20
41 40
57 65 77 60
91
80
128 141 155 105 115 100
120
140
160
171
244
187 200 213
180
200
220
240
Hit 2 : Benzo[e](1H)indene, 1,2,3a,4,5,9b-hexahydro-7-methoxy-3-oxo-3a,9b-dimethylC16H20O2; MF: 698; RMF: 712; Prob 11.7%; Lib: mainlib; ID: 134337. 229
100 O 187 50
244 O
41 29 0
20
55 40
65
60
77 80
159 172
115 128 91
141
103 100
201 211
120
140
160
180
200
220
240
Page 44 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1254 (14.357 min): Designer3.D Compound in Library Factor = 316 243
100
50
213
29 0
20
41
57
40
65
60
77
91
80
105 100
115 128 120
143 155 140
160
171
258 185 198 180
200
228 220
240
260
Hit 1 : 7-Acetyl-6-ethyl-1,1,4,4-tetramethyltetralin C18H26O; MF: 925; RMF: 928; Prob 81.8%; CAS: 88-29-9; Lib: replib; ID: 25619. 243
100
O 50 213 41 0
20
40
57
65
60
77
91
80
105 100
115 128 141 155 120
140
160
258 171 185 198 180
200
228 220
240
260
Hit 2 : Cyclopenta[g]-2-benzopyran, 1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethylC18H26O; MF: 872; RMF: 886; Prob 16.2%; CAS: 1222-05-5; Lib: mainlib; ID: 138703. 243
100
50
O 213
0
28 20
41 40
57 60
69 77 84 91 80
105 115 128 141 155 100
120
140
160
171 185 198 180
200
258 228
220
240
260
Page 45 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1259 (14.414 min): Designer3.D Compound in Library Factor = -109 43
100
243 50
159
57 71
29 0
20
40
60
91 80
105 100
115 128 141 120
140
171 160
258
187 201 213 227
180
200
220
282 240
260
280
Hit 1 : 7-Acetyl-6-ethyl-1,1,4,4-tetramethyltetralin C18H26O; MF: 841; RMF: 873; Prob 75.2%; CAS: 88-29-9; Lib: replib; ID: 25601. 243
100
43
50
O
258
0
29 20
57 65 77 40
60
91
80
105 115 100
128 141
120
140
159 171 185
201
160
200
180
213 227 220
240
260
280
Hit 2 : 7-Acetyl-6-ethyl-1,1,4,4-tetramethyltetralin C18H26O; MF: 827; RMF: 850; Prob 75.2%; CAS: 88-29-9; Lib: mainlib; ID: 138812. 243
100
O 50 258 43 0
57
28 20
40
60
77 80
91
105 115 128 141 100
120
140
159 160
171
187 201
180
200
214 227 220
240
260
280
Page 46 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1292 (14.791 min): Designer3.D Compound in Library Factor = 298 71
100
50 43 55
82
29 0
20
40
60
80
95 100
109 123 137 149 120
140
165 177 160
193
180
200
229 243
213 220
258
240
260
Hit 1 : Isophytol C20H40O; MF: 914; RMF: 933; Prob 54.4%; CAS: 505-32-8; Lib: replib; ID: 8047. 71
100
50 43 55
82
29 0
20
40
60
80
95 100
109 123 137 120
140
152 165 179 193 160
180
200
222 236 220
240
OH
269 260
Hit 2 : 1-Hexadecen-3-ol, 3,5,11,15-tetramethylC20H40O; MF: 902; RMF: 920; Prob 36.3%; Lib: mainlib; ID: 30894. 71
100
OH 50 43 57 0
20
40
60
82 80
95 100
109 123 137 151 165 179 193 120
140
160
180
200
222 236 220
240
260
Page 47 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1338 (15.316 min): Designer3.D Compound in Library Factor = 993 43
100
279
50
57
29 0
20
40
65
60
77 80
91 103 115 128 100
120
294
146 160 174 188 202 215 140
160
180
200
232 247 262
220
240
260
280
300
Hit 1 : Ethanone, 1-[4-(1,1-dimethylethyl)-2,6-dimethyl-3,5-dinitrophenyl]C14H18N2O5; MF: 958; RMF: 958; Prob 93.1%; CAS: 81-14-1; Lib: replib; ID: 3079. 43
100
279
O
50
57 29 0
20
40
65
60
77
80
91 103 100
115
O
O
N
N
O
128
294 146 160 174
120
140
160
180
O 232 247 262
191 202 215 200
220
240
260
280
300
Hit 2 : Ethanone, 1-[4-(1,1-dimethylethyl)-2,6-dimethyl-3,5-dinitrophenyl]C14H18N2O5; MF: 943; RMF: 953; Prob 93.1%; CAS: 81-14-1; Lib: replib; ID: 3078. 43
100
O
50
O
O
N
N
O 279
57 29 0
20
40
65
60
77 80
91 103 115 128 100
120
146 160 174 140
160
180
191 202 215 200
O
220
294
232 247 262 240
260
280
300
Page 48 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1358 (15.545 min): Designer3.D Compound in Library Factor = 885 55
100
98 41
86
50
227
69
112
29
0
20
125
40
60
80
100
120
155 140
187 173
160
211 197
180
241 252
200
220
240
270
260
280
Hit 1 : Ethylene brassylate C15H26O4; MF: 960; RMF: 967; Prob 92.0%; CAS: 105-95-3; Lib: mainlib; ID: 16894. 55
100
41
O 98 O
86 50
O
29
69 112
125
141 0
20
40
60
80
100
120
227
O
140
155
187 173
160
180
211 197
241 252
200
220
240
260
270 280
Hit 2 : Z-11-Pentadecenol C15H30O; MF: 684; RMF: 709; Prob 0.91%; Lib: mainlib; ID: 17391. 55
100
69
41
OH 83 50
97 111 124
0
20
40
60
80
100
120
137 151 166 140
160
208 179 192 180
200
226 220
240
260
280
Page 49 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1436 (16.435 min): Designer3.D Compound in Library Factor = -520 71
43
100
81 67
50
55 95 29
0
127 107 121
153 163 177 189
20
40
60
80
100
120
140
160
180
207 200
247
229 220
281
240
260
280
300
Hit 1 : 9-(3,3-Dimethyloxiran-2-yl)-2,7-dimethylnona-2,6-dien-1-ol C15H26O2; MF: 783; RMF: 832; Prob 12.5%; Lib: mainlib; ID: 39428. 100
81
43
O 71 50
55
29
0
20
85
59
40
OH 93 107
60
80
100
121 120
135 153 140
165 177 189
160
180
205 220 200
220
240
260
280
300
Hit 2 : Oxirane, 2,2-dimethyl-3-(3,7,12,16,20-pentamethyl-3,7,11,15,19-heneicosapentaenyl)-, (all-E)C30H50O; MF: 781; RMF: 798; Prob 11.5%; CAS: 7200-26-2; Lib: mainlib; ID: 28997. 69
100
81 O 43
50
55 29 0
20
40
60
95 85 80
107 121 135
100
120
149
140
161 175 189 203 217 231 160
180
200
220
240
257 271 260
289
280
300
Page 50 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1512 (17.303 min): Designer3.D Compound in Library Factor = 256 178
100
161 50
29 0
20
41
40
55 60
70
77
90 103
80
100
118
133 147
120
140
191
169 160
180
207 219 231 243
200
220
240
273 260
290
280
300
Hit 1 : 2-Propenoic acid, 3-(4-methoxyphenyl)-, 2-ethylhexyl ester C18H26O3; MF: 929; RMF: 935; Prob 82.4%; CAS: 5466-77-3; Lib: mainlib; ID: 113107. 178
100 O 161
O
50 O
29 0
20
41 40
55 60
70 77
90 103 118
80
100
120
133 147 140
290
191 160
180
200
220
240
260
280
300
Hit 2 : 2-Propenoic acid, 3-(4-methoxyphenyl)-, 2-ethylhexyl ester C18H26O3; MF: 928; RMF: 931; Prob 82.4%; CAS: 5466-77-3; Lib: replib; ID: 22337. 178
100 O 161
O 50
O 133 29
0
20
41 40
55 60
70 77 80
90 103 118 100
120
147 140
191 160
180
200
290
262 220
240
260
280
300
Page 51 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1563 (17.885 min): Designer3.D Compound in Library Factor = -207 131
100
50 115
77 91
51 39 0
20
65 50
149
85 80
110
140
219
173 170
200
235
230
264 281 260
315 331
290
320
355
381
429
350
380
410
440
350
380
410
440
350
380
410
440
Hit 1 : Cinnamyl cinnamate C18H16O2; MF: 761; RMF: 874; Prob 45.6%; CAS: 122-69-0; Lib: mainlib; ID: 82160. 131
100
O
O
50 117
0
51
39 20
77 65
50
219
91 147
80
110
140
173 192 170
200
236 230
264 260
290
320
Hit 2 : 1,3-Bis(cinnamoyloxymethyl)adamantane C30H32O4; MF: 667; RMF: 715; Prob 3.73%; CAS: 303797-58-2; Lib: mainlib; ID: 82083. 131
100
77
O
103
O
50 91 41 67 0
20
50
O
147 160 177 193 80
110
140
170
200
217 230
262 280 260
290
O 308 326 320
Page 52 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1908 (21.825 min): Designer3.D Compound in Library Factor = -1210 207
100
73
218
50 41 55
91
133 147
281 253 267
29 0
20
60
100
140
180
220
260
341 300
340
394 380
429
479 503
420
460
500
Hit 1 : 1-Monolinoleoylglycerol trimethylsilyl ether C27H54O4Si2; MF: 653; RMF: 693; Prob 11.3%; CAS: 54284-45-6; Lib: mainlib; ID: 34242. 73
100
O 207
147
50
O
O O
Si
129 34
81 103
221
281 262
0
20
60
100
140
180
220
260
341 300
340
369
395
380
Si
482 420
460
500
Hit 2 : 2-[4-methyl-6-(2,6,6-trimethylcyclohex-1-enyl)hexa-1,3,5-trienyl]cyclohex-1-en-1-carboxaldehyde C23H32O; MF: 652; RMF: 689; Prob 10.9%; Lib: mainlib; ID: 5319. 43
100
55
50
69
91 105
135 123 149 173
0
239 20
60
100
140
180
O
324 220
H
269 260
300
340
380
420
460
500
Page 53 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 2105 (24.074 min): Designer3.D Compound in Library Factor = -1169 207
100
73 50 41
55
81 96
218
133
253
281 341
29 0
20
60
100
140
180
220
260
300
405 429 455 479 503
377
340
380
420
460
500
Hit 1 : 1-Monolinoleoylglycerol trimethylsilyl ether C27H54O4Si2; MF: 665; RMF: 718; Prob 16.3%; CAS: 54284-45-6; Lib: mainlib; ID: 34242. 73
100
O 207
147
50
O
O O
129 34
81 103
221
281 262
0
20
60
100
140
180
220
260
341 300
369
340
Si
395
380
Si
482 420
460
500
Hit 2 : Betulin C30H50O2; MF: 648; RMF: 660; Prob 8.87%; CAS: 473-98-3; Lib: replib; ID: 23168. 189
100 95 41 55
135
81
203
121
69
147
20
HO
234
29 0
OH
175
50
245 60
100
140
180
220
260
288 313 337 300
340
363 380
411 420
442 460
500
Page 54 of 103
DMS RESULTS Imitation
Page 55 of 103
File : Operator : Acquired : Instrument : Sample Name: Misc Info : Vial Number: Abundance
C:\HPCHEM\1\DATA\2010\JOB2010\EXPDEF\Imitation2.D KR 5 Jun 2010 20:55 using AcqMethod DESORP2 DMS Instr Imitation .1ul desorp2 inj 310 ramp 50-320 15C/min 100 TIC: Imitation2.D
3.24
4600000 4400000 4200000 4000000 3800000 3600000 3400000 3200000 3000000
12.57
2.32
6.49 8.84
2800000
13.78
2600000 7.23
2400000 2200000 2000000
7.05 6.78
1800000
10.82 10.45
13.55 12.75 14.26 15.36 15.12 14.19
2.48 1600000
10.69
1400000
7.89
11.30
3.56 3.05
1200000
4.29 1000000 8.58 10.03 800000
10.56 10.50
5.96 600000
12.02 12.2513.47
8.669.74 8.21
400000 9.85
5.52
12.64 13.11
17.32
200000
Time-->
2.00
4.00
6.00
8.00
10.00
12.00
14.00
16.00
18.00
20.00
22.00
24.00
26.00
28.00
30.00
32.00
34.00
Page 56 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 200 (2.316 min): Imitation2.D Compound in Library Factor = 614 31
100
45
50 29
46 30
0
20
23
26
32 33
29
32
40 41 35
38
42
43 47
41
44
47
50
53
56
59
56
59
56
59
Hit 1 : Ethyl alcohol C2H6O; MF: 973; RMF: 978; Prob 98.1%; CAS: 64-17-5; Lib: mainlib; ID: 1334. 31
100
OH 45
50 29
27
0
24 25 20
23
26
30
28
26
46 41
33
29
32
35
38
42
43
41
44
47
44
47
50
53
Hit 2 : Ethyl alcohol C2H6O; MF: 945; RMF: 945; Prob 98.1%; CAS: 64-17-5; Lib: replib; ID: 552. 31
100
OH
45 50 46
27 0
24 25 20
23
26 26
28
29 29
30
40 41 42
32 33 32
35
38
41
43 44
47
44
47
50
53
Page 57 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 214 (2.475 min): Imitation2.D Compound in Library Factor = 614 31
100
45
50 29 30 0
20
24
28
32 32
46
43
47 36
40
44
48
59 52
56
60
64
68
64
68
64
68
Hit 1 : Ethyl alcohol C2H6O; MF: 971; RMF: 978; Prob 97.7%; CAS: 64-17-5; Lib: mainlib; ID: 1334. 31
100
27 26 0
OH
45
50
20
24
29
28
46 43
30
28
44
33 32
36
40
47
44
48
52
56
60
Hit 2 : Ethyl alcohol C2H6O; MF: 934; RMF: 934; Prob 97.7%; CAS: 64-17-5; Lib: replib; ID: 552. 31
100
45
OH
50
27 26 0
20
24
46 29
43 32
28
32
47 36
40
44
48
52
56
60
Page 58 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 264 (3.046 min): Imitation2.D Compound in Library Factor = 199 43
100
41
50
42 39
31 29 0
20
24
28
32
45
38 40
32 36
47
40
44
50
48
53 55 57 59 52
56
60
64
68
60
64
68
64
68
Hit 1 : Isobutane C4H10; MF: 898; RMF: 962; Prob 83.5%; CAS: 75-28-5; Lib: replib; ID: 1629. 43
100
50
41 42
27 29
26 0
20
24
39
28
32
36
40
44
40
44
50 48
53 55 57 52
56
Hit 2 : Isobutane C4H10; MF: 889; RMF: 923; Prob 83.5%; CAS: 75-28-5; Lib: mainlib; ID: 5254. 43
100
50
41 27 39
0
26
20 20
24
29 28
32
36
38 40
44
40
44
50 48
53 55 57 59 52
56
60
Page 59 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 281 (3.240 min): Imitation.D Compound in Library Factor = 449 31
100
50
45 29
0
33 20
23
26
29
32
40 35
38
41 42
46
43
41
47 44
47
50
53
56
59
56
59
56
59
Hit 1 : Ethyl alcohol C2H6O; MF: 918; RMF: 918; Prob 93.9%; CAS: 64-17-5; Lib: replib; ID: 551. 31
100
OH 45
50
27 0
24 25
22 20
23
26
46
29 30
28
26
32 33
29
32
3940 41 35
38
42
43
41
44
47
44
47
50
53
Hit 2 : Ethyl alcohol C2H6O; MF: 911; RMF: 912; Prob 93.9%; CAS: 64-17-5; Lib: mainlib; ID: 1334. 31
100
OH 45
50 29
27
0
24 25 20
23
26 26
46 30
28 29
41
33 32
35
38
41
42
43 44
47
44
47
50
53
Page 60 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 309 (3.560 min): Imitation.D Compound in Library Factor = 178 59
100
50
31 41 29
0
32 20
24
28
32
36
43
45 42 44 47
39 40
44
50
48
53 55 52
57
60
56
60
64
68
64
68
64
68
Hit 1 : 2-Propanol, 2-methylC4H10O; MF: 913; RMF: 916; Prob 61.7%; CAS: 75-65-0; Lib: replib; ID: 6416. 59
100
OH 50 41
31 27 29 0
20
24
28
57
39 38 40 42 44
32 32
43
36
40
44
50 48
53 55 52
58
56
60 60
Hit 2 : 2-Propanol, 2-methylC4H10O; MF: 909; RMF: 914; Prob 61.7%; CAS: 75-65-0; Lib: replib; ID: 6395. 59
100
OH 50 31 41 27 29 0
20
24
28
39
32 32
36
40
43 45 44
50 48
53 55 52
57 58 60
56
60
Page 61 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 373 (4.291 min): Imitation2.D Compound in Library Factor = 242 45
100
50
43
29 0
57 61
33 20
30
40
50
60
73 76 70
101
87 80
90
100
117 110
131
120
130
140
120
130
140
130
140
Hit 1 : Propylene Glycol C3H8O2; MF: 913; RMF: 929; Prob 39.3%; CAS: 57-55-6; Lib: replib; ID: 3553. 45
100
HO 50 OH 43
29 0
57
33 20
30
40
50
61 60
76 70
80
90
100
110
Hit 2 : (S)-(+)-1,2-Propanediol C3H8O2; MF: 912; RMF: 933; Prob 37.8%; CAS: 4254-15-3; Lib: replib; ID: 3557. 45
100
OH 50
OH 43 31
0
20
30
57 61 40
50
60
75 70
80
90
100
110
120
Page 62 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 481 (5.524 min): Imitation.D Compound in Library Factor = -217 93
100 45
50 77 29 53 0
67
105
121
87 20
30
40
50
60
70
80
136
207
90 100 110 120 130 140 150 160 170 180 190 200 210 220
Hit 1 : 1R-.alpha.-Pinene C10H16; MF: 880; RMF: 937; Prob 17.6%; CAS: 7785-70-8; Lib: replib; ID: 12053. 93
100
50 77
41 53 0
20
30
40
50
105
67 60
70
80
121
136
90 100 110 120 130 140 150 160 170 180 190 200 210 220
Hit 2 : .alpha.-Pinene C10H16; MF: 876; RMF: 941; Prob 14.9%; CAS: 80-56-8; Lib: mainlib; ID: 51652. 93
100
50 77 27 0
41 53 58
20
30
40
50
60
105
67 70
80
121
136
90 100 110 120 130 140 150 160 170 180 190 200 210 220
Page 63 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 519 (5.958 min): Imitation2.D Compound in Library Factor = -107 93
100
41
50
69 79 45 53
29 0
20
30
40
50
107 60
70
80
121
136
207
90 100 110 120 130 140 150 160 170 180 190 200 210 220
Hit 1 : Bicyclo[3.1.1]heptane, 6,6-dimethyl-2-methylene-, (1S)C10H16; MF: 929; RMF: 942; Prob 28.4%; CAS: 18172-67-3; Lib: replib; ID: 11958. 93
100
50
41 69 27
0
20
30
79
53 40
50
107 60
70
80
121
136
90 100 110 120 130 140 150 160 170 180 190 200 210 220
Hit 2 : .beta.-Pinene C10H16; MF: 927; RMF: 929; Prob 26.2%; CAS: 127-91-3; Lib: replib; ID: 11947. 93
100
41
50
69 79
27 0
20
30
53 40
50
107 60
70
80
121
136
90 100 110 120 130 140 150 160 170 180 190 200 210 220
Page 64 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 566 (6.495 min): Imitation2.D Compound in Library Factor = -113 68
100
93 50
79
39
53 45
29 0
37 20
30
40
77
51 55 59 50
65 70
121
136
89
71
60
107
80
90
100
110
120
130
140
150
Hit 1 : Limonene C10H16; MF: 912; RMF: 919; Prob 25.0%; CAS: 138-86-3; Lib: replib; ID: 7399. 68
100
93
39 50
41
27
53
79 77
29 0
51
20
30
40
50
60
136
121
89
58
32
107
65
55
70
80
90
100
110
120
130
140
150
Hit 2 : Limonene C10H16; MF: 897; RMF: 932; Prob 25.0%; CAS: 138-86-3; Lib: replib; ID: 7398. 68
100
93
50
27
41 43
0
20
30
40
79
53
77
51 55 50
107
121
136
71 60
70
80
90
100
110
120
130
140
150
Page 65 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 591 (6.780 min): Imitation2.D Compound in Library Factor = -394 93
100
59 45 31
50
77 121 65
51 0
20
30
40
50
60
136
103 71 70
128 80
207
90 100 110 120 130 140 150 160 170 180 190 200 210 220
Hit 1 : 1,4-Cyclohexadiene, 1-methyl-4-(1-methylethyl)C10H16; MF: 793; RMF: 903; Prob 22.6%; CAS: 99-85-4; Lib: replib; ID: 12040. 93
100
50 77 27
51 0
20
30
121
39
40
50
105
65 60
136
70
80
90 100 110 120 130 140 150 160 170 180 190 200 210 220
Hit 2 : 1,4-Cyclohexadiene, 1-methyl-4-(1-methylethyl)C10H16; MF: 785; RMF: 829; Prob 22.6%; CAS: 99-85-4; Lib: replib; ID: 12042. 93
100
50
77 121 27
0
20
30
39
40
51 50
136
105
65 58 60
70
80
90 100 110 120 130 140 150 160 170 180 190 200 210 220
Page 66 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 615 (7.054 min): Imitation2.D Compound in Library Factor = 125 59
100
31
50
45 41 0
103 89
75 20
30
40
50
60
70
80
207
90 100 110 120 130 140 150 160 170 180 190 200 210 220
Hit 1 : 1-Propanol, 2-(2-hydroxypropoxy)C6H14O3; MF: 918; RMF: 918; Prob 38.3%; CAS: 106-62-7; Lib: mainlib; ID: 24523. 59
100
O
50
HO
31
OH
103
45 41
0
75 20
30
40
50
60
70
89 94 80
115
134
90 100 110 120 130 140 150 160 170 180 190 200 210 220
Hit 2 : 1-Propanol, 2-(2-hydroxypropoxy)C6H14O3; MF: 916; RMF: 919; Prob 38.3%; CAS: 106-62-7; Lib: replib; ID: 6407. 59
100
O
50
HO 31
0
45 75
20
30
40
OH
103
50
60
70
89 80
90 100 110 120 130 140 150 160 170 180 190 200 210 220
Page 67 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 630 (7.225 min): Imitation2.D Compound in Library Factor = 102 71
100 43
93
55 50 80
31
83 0
103
121 127
20
30
40
50
60
70
80
136
154
207
90 100 110 120 130 140 150 160 170 180 190 200 210 220
Hit 1 : 1,6-Octadien-3-ol, 3,7-dimethylC10H18O; MF: 875; RMF: 876; Prob 64.7%; CAS: 78-70-6; Lib: mainlib; ID: 30690. 71
100
41
93 55
50
80 83
27
121 107
59 0
OH
20
30
40
50
60
70
80
127
136
154
90 100 110 120 130 140 150 160 170 180 190 200 210 220
Hit 2 : 1,6-Octadien-3-ol, 3,7-dimethylC10H18O; MF: 868; RMF: 874; Prob 64.7%; CAS: 78-70-6; Lib: replib; ID: 8161. 71
100
93
41
OH
55
50
80 107
59 0
20
30
121
83
27
40
50
60
70
80
127
136
90 100 110 120 130 140 150 160 170 180 190 200 210 220
Page 68 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 688 (7.888 min): Imitation2.D Compound in Library Factor = 265 108
100
91
43 50 79 39
51
150
65
31 0
20
86 40
60
80
207
134 100
120
140
160
180
253
200
220
240
260
200
220
240
260
200
220
240
260
Hit 1 : Acetic acid, phenylmethyl ester C9H10O2; MF: 935; RMF: 943; Prob 85.6%; CAS: 140-11-4; Lib: replib; ID: 14560. 108
100
O
91
50
O
43 150
79
0
27 20
39
51
65 86
40
60
80
100
120
140
160
180
Hit 2 : Acetic acid, phenylmethyl ester C9H10O2; MF: 928; RMF: 936; Prob 85.6%; CAS: 140-11-4; Lib: mainlib; ID: 64787. 108
100
O 91
43 50
39 0
51
65
27 20
O
150
79
86 40
60
80
100
120
140
160
180
Page 69 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 716 (8.207 min): Imitation2.D Compound in Library Factor = 242 59
100
50
43
93 81
31
121
55 67
136
107 0
20
40
60
80
100
207 120
140
160
180
200
253 220
281
240
260
280
240
260
280
240
260
280
Hit 1 : p-menth-1-en-8-ol C10H18O; MF: 918; RMF: 925; Prob 44.4%; Lib: mainlib; ID: 25072. 59
100
50
93
43
121
81 55
31 0
20
136
67 107
40
60
80
100
OH
154 120
140
160
180
200
220
Hit 2 : 3-Cyclohexene-1-methanol, .alpha.,.alpha.4-trimethylC10H18O; MF: 906; RMF: 912; Prob 29.6%; CAS: 98-55-5; Lib: replib; ID: 6602. 59
100
OH 93 121 136
50 81
43 55
31 0
20
40
60
67 107 80
100
154 120
140
160
180
200
220
Page 70 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 749 (8.584 min): Imitation2.D Compound in Library Factor = -168 41
100
69 55
50
81 95
31
109 123 0
20
40
60
80
100
120
138 140
156 160
207 180
200
253 220
240
281
260
280
260
280
260
280
Hit 1 : 6-Octen-1-ol, 3,7-dimethyl-, (R)C10H20O; MF: 888; RMF: 898; Prob 24.4%; CAS: 1117-61-9; Lib: mainlib; ID: 28138. 69
100 41
50
OH
55
81
95
27 0
20
109
40
60
80
100
123 138 120
140
156 160
180
200
220
240
Hit 2 : 2-Octen-1-ol, 3,7-dimethylC10H20O; MF: 888; RMF: 891; Prob 24.4%; CAS: 40607-48-5; Lib: mainlib; ID: 28107. 69
41
100
55
50
OH
81 95 109
0
20
40
60
80
100
123 138 120
140
156 160
180
200
220
240
Page 71 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 756 (8.664 min): Imitation2.D Compound in Library Factor = -103 91
100
117
50 31 41
0
51
65 77 59 69
136
103
207
156 20
40
60
80
100
120
140
160
180
200
253 220
240
281
260
280
260
280
260
280
Hit 1 : Benzenepropanol C9H12O; MF: 873; RMF: 944; Prob 68.4%; CAS: 122-97-4; Lib: replib; ID: 11463. 91
100
117
OH
50
31 0
20
39
51
40
65 77
136
103
60
80
100
120
140
160
180
200
220
240
Hit 2 : Benzenepropanol C9H12O; MF: 845; RMF: 909; Prob 68.4%; CAS: 122-97-4; Lib: mainlib; ID: 48216. 91
100
OH
117
50 136 27 0
20
39 51 40
65 77
60
80
105
100
120
140
160
180
200
220
240
Page 72 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 771 (8.835 min): Imitation2.D Compound in Library Factor = 146 93
100 43
41
50
80
39
20
30
40
50
121
67
53 51
29 0
69
55
107
83 60
70
80
90
100
136
110
120
130
154
140
150
160
Hit 1 : 1,6-Octadien-3-ol, 3,7-dimethyl-, 2-aminobenzoate C17H23NO2; MF: 963; RMF: 967; Prob 72.7%; CAS: 7149-26-0; Lib: mainlib; ID: 51289. 100
93
43
NH2
O
41
50
69 55 39
27 0
O
53
30
71 77
51
31 20
67
40
50
80
60
70
121
91 105
83
80
90
100
136
113 110
120
130
154
140
150
160
Hit 2 : 1,6-Octadien-3-ol, 3,7-dimethyl-, acetate C12H20O2; MF: 916; RMF: 917; Prob 15.2%; CAS: 115-95-7; Lib: mainlib; ID: 51290. 93
100
O O
43 69
50
80 39
27 0
31 20
30
40
55 45
60 65 50
121
71
60
107
83 89 70
80
90
100
136 113
110
154
127 120
130
140
150
160
Page 73 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 850 (9.737 min): Imitation2.D Compound in Library Factor = -151 43
100
69 50
81 95
55
123 109
29
138
61 0
20
40
151
60
80
100
120
140
207
169
160
180
200
253
281
220
240
260
280
220
240
260
280
220
240
260
280
Hit 1 : 2,6-Octadiene, 2,6-dimethylC10H18; MF: 896; RMF: 901; Prob 24.6%; CAS: 2792-39-4; Lib: replib; ID: 2290. 43
100
69 81 95 55
50
123 138
109 61 0
20
40
60
80
100
120
140
160
180
200
Hit 2 : 6-Octen-1-ol, 3,7-dimethyl-, acetate C12H22O2; MF: 889; RMF: 905; Prob 18.8%; CAS: 150-84-5; Lib: replib; ID: 7605. 69
43
100
81
O
O
95 123
55 50
138 109 27 0
20
61 40
60
199
155 80
100
120
140
160
180
200
Page 74 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 860 (9.852 min): Imitation2.D Compound in Library Factor = 103 69
100 41
50 93
0
20
80
53
29 40
107 60
80
100
121 120
136 140
154
207
160
180
200
253
281
220
240
260
280
220
240
260
280
260
280
Hit 1 : 2,6-Octadien-1-ol, 3,7-dimethyl-, acetate, (Z)C12H20O2; MF: 918; RMF: 947; Prob 51.8%; CAS: 141-12-8; Lib: replib; ID: 7487. 69
100
O
O
41
50 93
0
20
80
53
27 40
107 60
80
100
121 136 120
140
154 160
180
200
Hit 2 : 2,6-Octadien-1-ol, 3,7-dimethyl-, acetate C12H20O2; MF: 897; RMF: 926; Prob 22.1%; CAS: 16409-44-2; Lib: replib; ID: 7488. 69
41
100
O
50
O 93 53
121 136
80 107
0
20
40
60
80
100
154 120
140
160
180
200
220
240
Page 75 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 876 (10.034 min): Imitation2.D Compound in Library Factor = 141 69
100 43
50
93 53
29 0
20
40
80 60
80
107 100
121 120
136 140
154
207
160
180
200
253 220
240
260
Hit 1 : 2,6-Octadien-1-ol, 3,7-dimethyl-, acetate C12H20O2; MF: 944; RMF: 952; Prob 50.6%; CAS: 16409-44-2; Lib: replib; ID: 7488. 69
41
100
O
50
O 93 53
121
80
136
107 0
20
40
60
80
100
154 120
140
160
180
200
220
240
260
200
220
240
260
Hit 2 : 2,6-Octadien-1-ol, 3,7-dimethyl-, acetate, (Z)C12H20O2; MF: 923; RMF: 930; Prob 21.5%; CAS: 141-12-8; Lib: replib; ID: 7487. 69
100
O
O
41
50 93
0
20
80
53
27 40
84 60
80
107 100
121 120
136 140
154 160
180
Page 76 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 912 (10.445 min): Imitation2.D Compound in Library Factor = 144 151
100
50 81 109
53 29 0
20
30
65
39 40
50
60
77 70
80
123 137
93 90
161
204
100 110 120 130 140 150 160 170 180 190 200 210
Hit 1 : Vanillin C8H8O3; MF: 952; RMF: 952; Prob 59.4%; CAS: 121-33-5; Lib: replib; ID: 20015. 151
100 O O 50
HO 81 53
0
20
29
39
30
40
50
65 60
109
123 137
93 70
80
90
100 110 120 130 140 150 160 170 180 190 200 210
Hit 2 : Vanillin C8H8O3; MF: 944; RMF: 944; Prob 59.4%; CAS: 121-33-5; Lib: mainlib; ID: 98716. 152
100 O O 50
HO 81 27
0
20
30
39 40
109
51
50
65 60
95 70
80
90
123 137
100 110 120 130 140 150 160 170 180 190 200 210
Page 77 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 917 (10.502 min): Imitation2.D Compound in Library Factor = -509 119
100
93
41
151
50
105
55 69 77 29
161 133
0
20
40
60
80
100
120
175
140
160
189
180
204 253
200
220
240
260
281 280
331 300
320
340
Hit 1 : 1H-3a,7-Methanoazulene, 2,3,4,7,8,8a-hexahydro-3,6,8,8-tetramethyl-, [3R-(3.alpha.,3a.beta.,7.beta.,8a.alpha.)]C15H24; MF: 796; RMF: 893; Prob 11.2%; CAS: 469-61-4; Lib: replib; ID: 15877.
119
100
93
50 41
105
69 55
161
77
147
29 0
20
40
60
80
100
120
140
204 175 189
160
180
200
220
240
260
280
300
320
340
Hit 2 : 1H-3a,7-Methanoazulene, 2,3,4,7,8,8a-hexahydro-3,6,8,8-tetramethyl-, [3R-(3.alpha.,3a.beta.,7.beta.,8a.alpha.)]C15H24; MF: 788; RMF: 862; Prob 11.2%; CAS: 469-61-4; Lib: replib; ID: 15876.
119
100
93 50
41 105
69 55 27 0
20
40
60
161
77
80
147 100
120
140
204 175 189
160
180
200
220
240
260
280
300
320
340
Page 78 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 922 (10.559 min): Imitation2.D Compound in Library Factor = -168 41
100
69 93 79 133
50
55
105
29
151
120
161 0
20
40
60
80
100
120
140
160
175 189 204 180
200
253 220
281
327
240
260
280
300
320
340
240
260
280
300
320
340
260
280
300
320
340
Hit 1 : Caryophyllene C15H24; MF: 883; RMF: 938; Prob 32.9%; CAS: 87-44-5; Lib: replib; ID: 1122. 41
100
69
93
133
79 50
55
107
120
27
147 161 175
0
20
40
60
80
100
120
140
160
189
180
204
200
220
Hit 2 : Bicyclo[7.2.0]undec-4-ene, 4,11,11-trimethyl-8-methylene-,[1R-(1R*,4Z,9S*)]C15H24; MF: 860; RMF: 910; Prob 12.0%; CAS: 118-65-0; Lib: replib; ID: 1121. 41
100
69
93 133
79 50
55
107
27
120 148 161 175
0
20
40
60
80
100
120
140
160
189 204
180
200
220
240
Page 79 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 933 (10.685 min): Imitation2.D Compound in Library Factor = -331 43
100
105
91 50
133
55 147
67
29
0
115
79
161 176 189
204 253
20
40
60
80
100
120
140
160
180
200
281
220
240
260
280
220
240
260
280
Hit 1 : Thujopsene C15H24; MF: 847; RMF: 857; Prob 9.31%; CAS: 470-40-6; Lib: mainlib; ID: 72266. 119
100
93 105
41 50
55
133
69 81
204
29 0
20
147 161 40
60
80
100
120
140
160
189 175 180
200
Hit 2 : Azulene, 1,2,3,3a,4,5,6,7-octahydro-1,4-dimethyl-7-(1-methylethenyl)-, [1R-(1.alpha.,3a.beta.,4.alpha.,7.beta.)]C15H24; MF: 830; RMF: 846; Prob 5.08%; CAS: 22567-17-5; Lib: replib; ID: 1192.
41
100
81
91
105 161
55
50
119 67
133 147
189
204
175 0
20
40
60
80
100
120
140
160
180
200
220
240
260
280
Page 80 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 945 (10.822 min): Imitation.D Compound in Library Factor = -119 118
100
146
89
50 63 39 0
29 20
30
45
40
122
51 50
74 79 86 60
70
80
98 105
133
151 161
175
189
204
90 100 110 120 130 140 150 160 170 180 190 200 210 220
Hit 1 : 2H-1-Benzopyran-2-one C9H6O2; MF: 840; RMF: 907; Prob 73.3%; CAS: 91-64-5; Lib: replib; ID: 15749. 118
100
146
50
90 O
63
0
26 20
30
39
45
40
51 50
74 60
70
86 80
O
98
90 100 110 120 130 140 150 160 170 180 190 200 210 220
Hit 2 : 2H-1-Benzopyran-2-one C9H6O2; MF: 839; RMF: 908; Prob 73.3%; CAS: 91-64-5; Lib: replib; ID: 15748. 118
100
146 90
50
O
63 39 0
26 31 20
30
40
45
51 50
74 60
70
86 80
O
98
90 100 110 120 130 140 150 160 170 180 190 200 210 220
Page 81 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 987 (11.302 min): Imitation2.D Compound in Library Factor = -328 191
100
135 41
50
55
107
91 77
29 0
206 163
121 149
65
173 220
20
40
60
80
100
120
140
160
180
200
220
253
281
240
260
280
240
260
280
Hit 1 : 3-Ethyl-4,4-dimethyl-2-(2-methylpropenyl)cyclohex-2-enone C14H22O; MF: 836; RMF: 840; Prob 17.0%; CAS: 97452-08-9; Lib: mainlib; ID: 120006. 191
100
206 177 41
50
55 29 0
20
77
91
60
159 121
69
40
135
107
80
100
120
145
140
O 160
180
200
220
Hit 2 : 3-Buten-2-one, 3-methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)C14H22O; MF: 833; RMF: 836; Prob 15.0%; CAS: 13743-21-0; Lib: mainlib; ID: 86213. 135
100
191
107 43 50
53 65
29 0
150
91
20
40
60
79
80
95
100
163
120
O
206
123
140
160
177 180
200
220
240
260
280
Page 82 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1050 (12.021 min): Imitation2.D Compound in Library Factor = 398 149
100
50
29 39 0
20
30
40
65
50 50
177
76
93
105
85 60
70
80
121
132
164
194
222
207
90 100 110 120 130 140 150 160 170 180 190 200 210 220 230
Hit 1 : Diethyl Phthalate C12H14O4; MF: 942; RMF: 962; Prob 85.9%; CAS: 84-66-2; Lib: replib; ID: 19810. 149
100
O O
50
0
O
20
29
39
30
40
50 50
76
65 60
70
80
177 93
105
121
O
132
222
90 100 110 120 130 140 150 160 170 180 190 200 210 220 230
Hit 2 : Diethyl Phthalate C12H14O4; MF: 920; RMF: 923; Prob 85.9%; CAS: 84-66-2; Lib: replib; ID: 19812. 149
100
O O
50
O 177 29
0
20
30
39
50
40
50
76
65 57 60
70
80
93
105
121
132
163
O 194
222
90 100 110 120 130 140 150 160 170 180 190 200 210 220 230
Page 83 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1070 (12.249 min): Imitation2.D Compound in Library Factor = -104 95
100 43
150 50 55
69
81 107
29
121
135 165
0
20
40
60
80
100
120
140
160
177 189 180
207 200
222 220
281 240
260
280
240
260
280
Hit 1 : Cedrol C15H26O; MF: 910; RMF: 913; Prob 39.8%; CAS: 77-53-2; Lib: mainlib; ID: 53559. 95
100
150 43 50 55
69
81 107
29
HO
121 135 165
59 0
20
40
60
80
100
120
140
160
177 189 180
207 200
222 220
Hit 2 : Epicedrol C15H26O; MF: 906; RMF: 912; Prob 33.7%; Lib: mainlib; ID: 53558. 95
100
OH 150 50
81
43 55
109
69
121
29 0
20
135
H 165 177 189
40
60
80
100
120
140
160
180
207 200
222 220
240
260
280
Page 84 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1098 (12.569 min): Imitation.D Compound in Library Factor = -113 83
100
50 41 29 0
20
30
153
55 59 67 74
40
50
60
70
96 80
109
123
137
195
169
226
90 100 110 120 130 140 150 160 170 180 190 200 210 220 230 240
Hit 1 : Cyclopentaneacetic acid, 3-oxo-2-pentyl-, methyl ester C13H22O3; MF: 806; RMF: 828; Prob 75.3%; CAS: 24851-98-7; Lib: mainlib; ID: 41498. 83
100
O O 50
41
55
27 0
20
30
40
50
153
59
67 74
60
70
96 80
109
123 135
169 180
O 195 207
226
90 100 110 120 130 140 150 160 170 180 190 200 210 220 230 240
Hit 2 : Isocitronellol C10H20O; MF: 678; RMF: 790; Prob 3.23%; CAS: 18479-52-2; Lib: mainlib; ID: 41109. 83
100
55
50
OH
41 67
27 0
20
30
40
50
60
70
95 80
109
123
138
156
90 100 110 120 130 140 150 160 170 180 190 200 210 220 230 240
Page 85 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1104 (12.638 min): Imitation2.D Compound in Library Factor = -688 59
100
43
83
50
161
55 29
0
93
67
107
119
135
149 153 175
20
30
40
50
60
70
80
189
204 226
90 100 110 120 130 140 150 160 170 180 190 200 210 220 230 240
Hit 1 : Cubenol C15H26O; MF: 807; RMF: 862; Prob 15.2%; CAS: 21284-22-0; Lib: mainlib; ID: 71320. 100
119
41
161 OH 93
59
105
81
50
204
67 135
0
179 189
147
175 20
30
40
50
60
70
80
90 100 110 120 130 140 150 160 170 180 190 200 210 220 230 240
Hit 2 : 2-Naphthalenemethanol, decahydro-.alpha.,.alpha.,4a-trimethyl-8-methylene-, [2R-(2.alpha.,4a.alpha.,8a.beta.)]C15H26O; MF: 798; RMF: 854; Prob 11.0%; CAS: 473-15-4; Lib: mainlib; ID: 25231.
59
100
HO
50
149
43 55
0
67
79
93
108 122
164 189
135 175
20
30
40
50
60
70
80
204
222
90 100 110 120 130 140 150 160 170 180 190 200 210 220 230 240
Page 86 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1114 (12.752 min): Imitation2.D Compound in Library Factor = -143 83
100
50 41
55
29 0
20
30
59 67 74 40
50
60
70
95 80
153 109
123 135
161
179 189
207
226
90 100 110 120 130 140 150 160 170 180 190 200 210 220 230 240
Hit 1 : Cyclopentaneacetic acid, 3-oxo-2-pentyl-, methyl ester C13H22O3; MF: 799; RMF: 843; Prob 46.2%; CAS: 24851-98-7; Lib: mainlib; ID: 41498. 83
100
O O 50
41
55
27 0
20
30
40
50
153
59
67 74
60
70
96 80
109
123 135
169 180
O 195 207
226
90 100 110 120 130 140 150 160 170 180 190 200 210 220 230 240
Hit 2 : 9-Undecenoic acid, 2,6,10-trimethylC14H26O2; MF: 696; RMF: 700; Prob 3.26%; Lib: mainlib; ID: 28039. 69
100 41
HO
55 50
83
97
74 87 0
20
30
40
50
60
70
80
O 109
226 125
138
152
165
180
193
208
90 100 110 120 130 140 150 160 170 180 190 200 210 220 230 240
Page 87 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1145 (13.106 min): Imitation2.D Compound in Library Factor = -407 43
100
50 55
69
81
93
29 0
20
40
60
80
119 107
100
135 148 161 120
140
191 204
173
160
180
200
222 220
264
243 240
260
281 280
Hit 1 : Epiglobulol C15H26O; MF: 819; RMF: 841; Prob 10.8%; Lib: mainlib; ID: 5651. 43
100
HO H 69
50
82 109
55
93
161
H
121
29
133 147
189
204
175 0
20
40
60
80
100
120
140
160
222
180
200
220
240
260
280
Hit 2 : 1H-Benzocyclohepten-7-ol, 2,3,4,4a,5,6,7,8-octahydro-1,1,4a,7-tetramethyl-, cisC15H26O; MF: 815; RMF: 829; Prob 9.12%; CAS: 6892-80-4; Lib: replib; ID: 19977. 151
100
95 41
69 55
81
OH
119 107
50
133 189
29
204
161
222 175
0
20
40
60
80
100
120
140
160
180
200
220
240
260
280
Page 88 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1177 (13.471 min): Imitation.D Compound in Library Factor = 278 105
100
91
50
77
32 51
0
29 20
30
39
65
55
40
50
119
69 60
70
80
135
167
152
175 185
194
212 204
90 100 110 120 130 140 150 160 170 180 190 200 210 220
Hit 1 : Benzyl Benzoate C14H12O2; MF: 888; RMF: 938; Prob 88.8%; CAS: 120-51-4; Lib: replib; ID: 13845. 105
100
O
91 50
77 51
0
O
27 20
30
39
65 122
44
40
50
60
70
80
167
152
194
212
90 100 110 120 130 140 150 160 170 180 190 200 210 220
Hit 2 : Benzyl Benzoate C14H12O2; MF: 881; RMF: 941; Prob 88.8%; CAS: 120-51-4; Lib: mainlib; ID: 61201. 105
100
O
O
91
50 77 51 0
27 20
30
39 40
212
65 152
50
60
70
80
167
194
90 100 110 120 130 140 150 160 170 180 190 200 210 220
Page 89 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1184 (13.551 min): Imitation2.D Compound in Library Factor = -197 43
100
119
50 69
55
81
95 105
161 133
29 0
20
204
175
147
189 222 234
40
60
80
100
120
140
160
180
200
220
249
240
260
Hit 1 : 1H-3a,7-Methanoazulen-6-ol, octahydro-3,6,8,8-tetramethyl-, acetate, [3R-(3.alpha.,3a.beta.,6.alpha.,7.beta.,8a.alpha.)]C17H28O2; MF: 876; RMF: 878; Prob 17.8%; CAS: 77-54-3; Lib: mainlib; ID: 125471.
204
100 O O 50
175 119
43 29 0
20
69
55 40
60
81 80
95 105
161 133
189
147
222 100
120
140
160
180
200
220
249 240
260
Hit 2 : 1H-3a,7-Methanoazulen-6-ol, octahydro-3,6,8,8-tetramethyl-, acetate, [3R-(3.alpha.,3a.beta.,6.alpha.,7.beta.,8a.alpha.)]C17H28O2; MF: 867; RMF: 897; Prob 17.8%; CAS: 77-54-3; Lib: replib; ID: 24049.
204
100 O O 43
50
119
175 161
93 105
69 55
81
133
147
189
60 0
20
40
60
222 80
100
120
140
160
180
200
220
240
260
Page 90 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1204 (13.779 min): Imitation2.D Compound in Library Factor = 224 43
100
60 102 50 73 29 0
20
83
40
60
129
97
80
111
100
143 157 171
120
140
160
185
180
211 199 200
228 270
218 220
240
260
280
Hit 1 : Isopropyl Myristate C17H34O2; MF: 909; RMF: 914; Prob 77.4%; CAS: 110-27-0; Lib: replib; ID: 2233. 43
100
O 60
O
50
102 29
228
73 85
0
20
40
60
80
97
111
100
129 143 157 171
120
140
160
185
180
211 199 200
270 220
240
260
280
Hit 2 : Isopropyl Myristate C17H34O2; MF: 908; RMF: 912; Prob 77.4%; CAS: 110-27-0; Lib: mainlib; ID: 9582. 43
100
O
102
60
O
50
228
73 85
29 0
20
40
60
80
97 100
211
129 111 120
185 143 157 171 140
160
180
199 200
255 220
240
260
270 280
Page 91 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1240 (14.190 min): Imitation2.D Compound in Library Factor = 473 243
100
50 213 258 29 0
20
41
57
40
65
60
77
91
80
105 100
115 128 120
143 155 140
160
171
185 198 180
200
228 220
240
260
Hit 1 : 7-Acetyl-6-ethyl-1,1,4,4-tetramethyltetralin C18H26O; MF: 926; RMF: 928; Prob 80.2%; CAS: 88-29-9; Lib: replib; ID: 25619. 243
100
O 50 213 41 0
20
40
57
65
60
77
91
80
105 100
115 128 141 155 120
140
160
258 171 185 198 180
200
228 220
240
260
Hit 2 : Cyclopenta[g]-2-benzopyran, 1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethylC18H26O; MF: 884; RMF: 895; Prob 18.0%; CAS: 1222-05-5; Lib: mainlib; ID: 138703. 243
100
50
O 213
0
28 20
41 40
57 60
69 77 84 91 80
105 115 128 141 155 100
120
140
160
171 185 198 180
200
258 228
220
240
260
Page 92 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1246 (14.259 min): Imitation2.D Compound in Library Factor = 204 43
100
243 50
159 57
29 0
20
40
65 77
60
91
80
105 100
115 128 141 120
140
171 160
258
187 201 213 227
180
200
220
282 240
260
280
Hit 1 : 7-Acetyl-6-ethyl-1,1,4,4-tetramethyltetralin C18H26O; MF: 867; RMF: 879; Prob 59.2%; CAS: 88-29-9; Lib: replib; ID: 25601. 243
100
43
50
O
258
0
29 20
57 65 77 40
60
91
80
105 115 100
128 141
120
140
159 171 185
201
160
200
180
213 227 220
240
260
280
Hit 2 : Ethanone, 1-(5,6,7,8-tetrahydro-3,5,5,6,8,8-hexamethyl-2-naphthalenyl)C18H26O; MF: 853; RMF: 914; Prob 37.1%; CAS: 1506-02-1; Lib: mainlib; ID: 138466. 243
100 O
43
50
258 159 0
57 65 77 20
40
60
80
91
105 100
115
128 141
120
140
171 160
187 201
180
213 228 200
220
240
260
280
Page 93 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1321 (15.115 min): Imitation2.D Compound in Library Factor = 993 43
100
50
279
57
29 0
20
40
65
60
77 80
91 103 115 128 100
120
146 160 174 140
160
180
191 202 215 200
294
232 247 262
220
240
260
280
300
Hit 1 : Ethanone, 1-[4-(1,1-dimethylethyl)-2,6-dimethyl-3,5-dinitrophenyl]C14H18N2O5; MF: 954; RMF: 954; Prob 93.2%; CAS: 81-14-1; Lib: replib; ID: 3079. 43
100
279
O
50
57 29 0
20
40
65
60
77
80
91 103 100
115
O
O
N
N
O
128
294 146 160 174
120
140
160
180
O 232 247 262
191 202 215 200
220
240
260
280
300
Hit 2 : Ethanone, 1-[4-(1,1-dimethylethyl)-2,6-dimethyl-3,5-dinitrophenyl]C14H18N2O5; MF: 952; RMF: 960; Prob 93.2%; CAS: 81-14-1; Lib: replib; ID: 3078. 43
100
O
50
O
O
N
N
O 279
57 29 0
20
40
65
60
77 80
91 103 115 128 100
120
146 160 174 140
160
180
191 202 215 200
O
220
294
232 247 262 240
260
280
300
Page 94 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1342 (15.355 min): Imitation.D Compound in Library Factor = 797 55
100 41
98 86
50 69
29
227
112 125
0
20
40
60
80
100
120
155 140
173
160
187
211 197
180
241 252
200
220
240
270 281
260
280
Hit 1 : Ethylene brassylate C15H26O4; MF: 949; RMF: 956; Prob 90.4%; CAS: 105-95-3; Lib: mainlib; ID: 16894. 55
100
41
O 98 O
86 50
O
29
69 112
125
141 0
20
40
60
80
100
120
227
O
140
155
187 173
160
180
211 197
241 252
200
220
240
260
270 280
Hit 2 : Z-11-Pentadecenol C15H30O; MF: 690; RMF: 710; Prob 0.90%; Lib: mainlib; ID: 17391. 55
100
69
41
OH 83 50
97 111 124
0
20
40
60
80
100
120
137 151 166 140
160
208 179 192 180
200
226 220
240
260
280
Page 95 of 103
** Search Report Page 1 of 1 ** Unknown: Scan 1514 (17.319 min): Imitation.D Compound in Library Factor = -119 243
100 41 55 50
91 69 81
121 107 135
29
187
145 159 0
40
60
80
100
120
140
160
180
200
220
318
271
229 20
303
259
207
240
260
280
327 341 355 300
320
340
360
Hit 1 : 1-Phenanthrenecarboxylic acid, 7-ethenyl-1,2,3,4,4a,4b,5,6,7,8,10,10a-dodecahydro-1,4a,7-trimethyl-, methyl ester, [1R-(1.alpha C21H34O2; MF: 871; RMF: 890; Prob 71.9%; CAS: 72088-13-2; Lib: mainlib; ID: 138475.
243
100
O 50
41
O
55
91 105 121 69
29
79
303
133
159 173
187
259 201 215
0
20
40
60
80
100
120
140
160
180
200
229
220
318
271 289
240
260
280
300
320
340
360
Hit 2 : 1-Phenanthrenecarboxylic acid, 1,2,3,4,4a,5,6,7,8,9,10,10a-dodecahydro-1,4a-dimethyl-7-(1-methylethyl)-, methyl ester, [1R-(1.a C21H34O2; MF: 815; RMF: 879; Prob 13.7%; CAS: 33892-15-8; Lib: mainlib; ID: 138505.
243
100
91 O
50
105
79
303 121 131
O
145
70
0
20
40
60
259
80
100
120
140
318
187 159
160
177
180
201 215 200
220
271 240
260
280
300
320
340
360
Page 96 of 103
TGA RESULTS
Sample: Designer Size: 24.1320 mg Method: Ramp
Page 97 of 103
File: I:...\dsc pan Designer.001
TGA
Run Date: 09Jun2010 15:52 Instrument: TGA Q500 V20.8 Build 34
100
3.0
2.5 80
84.97% (20.50mg)
Weight (%)
60
1.5
40
Deriv. Weight (%/°C)
2.0
1.0
20 0.5 10.40% (2.510mg) 4.123% (0.9949mg)
0 0
50
100
150
200
Temperature (°C)
250
300
350
0.0 400
Universal V4.5A TA Instruments
Sample: Designer Size: 11.4910 mg Method: Ramp
Page 98 of 103
File: I:...\dsc pan Designer.002
TGA
Run Date: 09Jun2010 19:24 Instrument: TGA Q500 V20.8 Build 34
100
2.5
80
2.0
1.5
40
1.0
Weight (%)
60
Deriv. Weight (%/°C)
61.87% (7.109mg)
29.91% (3.437mg)
20
0.5
7.100% (0.8158mg)
0 0
50
100
150
200
Temperature (°C)
250
300
350
0.0 400
Universal V4.5A TA Instruments
Sample: Imitation Size: 59.6190 mg Method: Ramp
Page 99 of 103
File: I:...\manual Imitation.001
TGA
100
2.5
80
2.0
60
1.5
Weight (%)
93.82% (55.93mg)
40
1.0
20
0.5
Deriv. Weight (%/°C)
Run Date: 08Jun2010 15:44 Instrument: TGA Q500 V20.8 Build 34
5.333% (3.179mg)
0 0
50
100
150
200
Temperature (°C)
250
300
350
0.0 400
Universal V4.5A TA Instruments
Sample: Imitation Size: 14.2320 mg Method: Ramp
Page 100 of 103
File: I:...\dsc pan Imitation.002
TGA
100
5
80
4
60
3
Weight (%)
93.83% (13.35mg)
40
2
20
1
Deriv. Weight (%/°C)
Run Date: 09Jun2010 18:24 Instrument: TGA Q500 V20.8 Build 34
5.799% (0.8254mg)
0 0
50
100
150
200
Temperature (°C)
250
300
350
0 400
Universal V4.5A TA Instruments
Page 101 of 103
GC-FID RESULTS
Page 102 of 103
File : Operator : Acquired : Instrument : Sample Name: Misc Info : Vial Number:
C:\HPCHEM\1\DATA\2010\JOB2010\EXPDEF\GC-FID DATA\Designer.D KV 8 Jun 2010 11:06 using AcqMethod JORDIGEL.M HP5890 Designer Perfume 10 Designer.D\FID1A
Response_ 4400000 4200000
View Mode: Integration 4000000 3800000 3600000 3400000 3200000 3000000 2800000 2600000 2400000 2200000 2000000 1800000 1600000 1400000 1200000 1000000 800000 600000 400000 200000
Time
0.00
2.00
4.00
6.00
8.00
10.00
12.00
14.00
16.00
18.00
20.00
22.00
24.00
26.00
28.00
30.00
32.00
Page 103 of 103
File : Operator : Acquired : Instrument : Sample Name: Misc Info : Vial Number:
C:\HPCHEM\1\DATA\2010\JOB2010\EXPDEF\GC-FID DATA\Imitation.D KV 8 Jun 2010 13:09 using AcqMethod JORDIGEL.M HP5890 Imitation Perfume 11 Imitation.D\FID1A
Response_ 4800000 4600000
View Mode: Integration 4400000 4200000 4000000 3800000 3600000 3400000 3200000 3000000 2800000 2600000 2400000 2200000 2000000 1800000 1600000 1400000 1200000 1000000 800000 600000 400000 200000
Time
0.00
2.00
4.00
6.00
8.00
10.00
12.00
14.00
16.00
18.00
20.00
22.00
24.00
26.00
28.00
30.00
32.00
