Exam 3 Fall 00 Chapters 9-13 100points If you do not want your ...
Exam 3 Fall 00 Chapters 9-13
100points
Name
If you do not want your graded quiz placed in the box outside my office, then please tick here Answer all the questions. 1) Give the products (if any) formed in the following reactions: (9pts) (a)
Ph C C H
(b)
Ph C C H
(c)
Ph C C H
Na, NH3
1) 1 equiv. HBr 2) 1 equiv. HCl
1) NaNH2 2) O H3C
CH3
3) H3O+
2) Draw the mechanism of one of the above reactions. (12pts)
Fall00-org1exam3
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3) Fill in the question marks with reagents and products. (12pts)
OH
?
Br Mg, ether
? H3O+ OH
PCC
?
? CrO3,H2SO4
O
4) Name (in IUPAC form) the following two compounds. (12pts) OH
OH
Br
Fall00-org1exam3
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5) Explain the observation that when one equivalent of HBr is added to 1-pentyne a single product if formed, yet when one equivalent of HBr is added to 2-pentyne a mixture of products is formed. (12pts) H C C CH2CH2CH3
HBr
H
Br
H
CH2CH2CH3
(only product)
CH3 C C CH2CH3
HBr
H3C
Br
H
CH2CH3 (E and Z)
Fall00-org1exam3
and
H3C Br
H CH2CH3 (E and Z)
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6) For the following compounds, identify the hybridization of each individual carbon atom. (12.5pts) OH CH3CH2 C C CH CH2OH OH CH(OH)2
7) Alcohols are weak acids, circle the weaker acid of each pair: (4pts) a)
b)
OH
OH
CBr3OH
CH3OH
8) Indicate for each reaction if the process is an oxidation, reduction or neither. (8pts)
a) CH3
CH3 OH
b) OH O c) CH3
CH3 OH
d) OH
Fall00-org1exam3
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9) Give reagents for the following transformations. (12.5pts) (a)
(b)
CH3 C-OH CH3
I
OH
Cl
OH (c) OH
(d)
(e)
O
OH
OH
O OH
10) Draw the products of the following transformations. (6pts)
(a)
H2SO4 OH Heat
(b)
OH
1) Pyridine, Tos-Cl 2)Na+ -C CCH2CH2CF2Cl
Fall00-org1exam3
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100points
Name
If you do not want your graded quiz placed in the box outside my office, then please tick here Answer all the questions. 1) Give the products (if any) formed in the following reactions: (9pts) (a)
Ph C C H
(b)
Ph C C H
(c)
Ph C C H
Na, NH3
1) 1 equiv. HBr 2) 1 equiv. HCl
1) NaNH2 2) O H3C
CH3
3) H3O+
2) Draw the mechanism of one of the above reactions. (12pts)
Fall00-org1exam3
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3) Fill in the question marks with reagents and products. (12pts)
OH
?
Br Mg, ether
? H3O+ OH
PCC
?
? CrO3,H2SO4
O
4) Name (in IUPAC form) the following two compounds. (12pts) OH
OH
Br
Fall00-org1exam3
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5) Explain the observation that when one equivalent of HBr is added to 1-pentyne a single product if formed, yet when one equivalent of HBr is added to 2-pentyne a mixture of products is formed. (12pts) H C C CH2CH2CH3
HBr
H
Br
H
CH2CH2CH3
(only product)
CH3 C C CH2CH3
HBr
H3C
Br
H
CH2CH3 (E and Z)
Fall00-org1exam3
and
H3C Br
H CH2CH3 (E and Z)
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6) For the following compounds, identify the hybridization of each individual carbon atom. (12.5pts) OH CH3CH2 C C CH CH2OH OH CH(OH)2
7) Alcohols are weak acids, circle the weaker acid of each pair: (4pts) a)
b)
OH
OH
CBr3OH
CH3OH
8) Indicate for each reaction if the process is an oxidation, reduction or neither. (8pts)
a) CH3
CH3 OH
b) OH O c) CH3
CH3 OH
d) OH
Fall00-org1exam3
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9) Give reagents for the following transformations. (12.5pts) (a)
(b)
CH3 C-OH CH3
I
OH
Cl
OH (c) OH
(d)
(e)
O
OH
OH
O OH
10) Draw the products of the following transformations. (6pts)
(a)
H2SO4 OH Heat
(b)
OH
1) Pyridine, Tos-Cl 2)Na+ -C CCH2CH2CF2Cl
Fall00-org1exam3
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