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(a) Design an alkyl halide that will give only

Chapter 8, Problem 71SP

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QUESTION:

(a) Design an alkyl halide that will give only 2,4 -diphenylpent-2-ene upon treatment with potassium tert-butoxide (a bulky base that promotes E2 elimination).
(b) What stereochemistry is required in your alkyl halide so that only the following stereoisomer of the product is formed?

Equation Transcription:

Text Transcription:

Ph

H_3C

C=C

CH(Ph)CH_3

Questions & Answers

QUESTION:

(a) Design an alkyl halide that will give only 2,4 -diphenylpent-2-ene upon treatment with potassium tert-butoxide (a bulky base that promotes E2 elimination).
(b) What stereochemistry is required in your alkyl halide so that only the following stereoisomer of the product is formed?

Equation Transcription:

Text Transcription:

Ph

H_3C

C=C

CH(Ph)CH_3

ANSWER:

Step 1

when 3-bromo-2,4-diphenylpentane reacts with potassium t-butoxide, it gives 2,4-diphenyl-2-pentene

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