There are two stereoisomers of 1-tert-butyl-4-chloro-cyclohexane. One of these isomers reacts with sodium ethoxide in an E2 reaction that is 500 times faster than the reaction of the other isomer. Identify the isomer that reacts faster and explain the difference in rate for these two isomers.

There are two stereoisomers of 1-tert-butyl-4-chloro-cyclohexane. One of these isomers reacts with sodium ethoxide in an E2 reaction that is 500 times faster than the reaction of the other isomer. Identify the isomer that reacts faster and explain the difference in rate for these two isomers.

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter10: Organohalides

Section10.SE: Something Extra

Problem 45AP

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Question

There are two stereoisomers of 1-tert-butyl-4-chloro-cyclohexane. One of these isomers
reacts with sodium ethoxide in an E2 reaction that is 500 times faster than the reaction of
the other isomer. Identify the isomer that reacts faster and explain the difference in rate
for these two isomers.

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