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

Chapter 7, Problem 7.36

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When trans-2-methylcyclohexanol (see the following reaction) is subjected to acid-catalyzed dehydration, the major product is 1-methylcyclohexene: HA heat OH CH3 CH3 However, when trans-1-bromo-2-methylcyclohexane is subjected to dehydrohalogenation, the major product is 3-methylcyclohexene: CH3 Br CH3 EtONa EtOH, heat Account for the different products of these two reactions.

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