When the following stereoisomer of 2-bromo-1,3-dimethylcyclohexane is treated with sodium methoxide, no E2 reaction is observed. Explain

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When the following stereoisomer of 2-bromo-1,3-dimethylcyclohexane is treated with sodium methoxide, no E2 reaction is observed. Explain why this compound cannot undergo the E2 reaction in the chair conformation.

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Organic Chemistry

ISBN: 978-0321768414

8th edition

Authors: L. G. Wade Jr.

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Question Posted: Apr 29, 2016 12:48 PM

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When the following stereoisomer of 2-bromo-1,3-dimethylcyclohexane is treated with sodium methoxide, no E2 reaction is observed. Explain

Question:

CH NaOCH CHOH→ no alkene produced CH

Step by Step Answer:

Elimination requires that the H and the leaving group be anticoplanar ...View the full answer

Organic Chemistry

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