When trans-2-methylcyclohexanol (see the following reaction) is subjected to acid-catalyzed dehydration, the major product is 1-methylcyclohexene: However,

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When trans-2-methylcyclohexanol (see the following reaction) is subjected to acid-catalyzed dehydration, the major product is 1-methylcyclohexene:
When trans-2-methylcyclohexanol (see the following reaction) is subjected to acid-catalyzed

However, when trans-1-bromo-2-methylcyclohexane is subjected to dehydrohalogenation, the major product is 3-methylcyclohexene:

When trans-2-methylcyclohexanol (see the following reaction) is subjected to acid-catalyzed

Account for the different products of these two reactions.

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Organic Chemistry

ISBN: 978-1118133576

11th edition

Authors: Graham Solomons, Craig Fryhle, Scott Snyder

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