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When the following substituted cycloheptanol undergoes

Chapter 3, Problem 27P

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QUESTION:

When the following substituted cycloheptanol undergoes dehydration, one of the minor products has undergone a ring contraction. Propose a mechanism to show how this ring contraction occurs.

Equation Transcription:

Text Transcription:

H_3C

CH_3

CH_3

OH

H_2SO_4

H_2O. heat

H_3C

CH_2

CH_3

Questions & Answers

QUESTION:

When the following substituted cycloheptanol undergoes dehydration, one of the minor products has undergone a ring contraction. Propose a mechanism to show how this ring contraction occurs.

Equation Transcription:

Text Transcription:

H_3C

CH_3

CH_3

OH

H_2SO_4

H_2O. heat

H_3C

CH_2

CH_3

ANSWER:

Solution 27P

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