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Ch. 9 – Free Radical Halogenation and Diels Alder

DAT Organic Chemistry Outline

Quiz 9.1 – Free Radical Halogenation 1. Show the major product(s) formed by reacting each of the following with Br2 and hv.

CH3

CH3

CH3

CH3 H3C

H3C CH3

H3C

CH3

CH3 CH3

H3C

CH3

H3C

CH3 CH3 CH3

2. Which of the following is an example of a free radical termination step?

3. Which of the following reactions represents a propagation step in the free radical bromination of propane?

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Ch. 9 – Free Radical Halogenation and Diels Alder

DAT Organic Chemistry Outline

Quiz 9.2 – NBS in Radical Halogenation 1. What will be the major product(s) of the reaction of 1-methylcyclohexene with EACH of the following reagents? 1. NBS/heat/peroxide 2. Br2/CH2Cl2 3. HBr 4. HBr/peroxide

Quiz 9.3 – Diels-Alder Reaction 1. Identify the diene and dienophile needed to assemble the following product by a DielsAlder reaction:

2. All of the following dienes would react in a Diels-Alder reaction EXCEPT for one. Which one is the EXCEPTION?

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Ch. 9 – Free Radical Halogenation and Diels Alder

DAT Organic Chemistry Outline

Quiz 9.3 – Diels-Alder Reaction (Continued) 3. What is the major organic product of the following reaction sequence?

4. What is the major product expected of the following Diels–Alder reaction? (Note: (+/–) refers to a racemic mixture)

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