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Dehydration of Methylcyclohexanol

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What is the step by step mechanism for dehydration of 2-methylcyclohexanol so that the following products are obtained:3-methylcyclohexene (non-Zaitsev, E2), 1-methylcyclohexene (Zaitsev, E1), and methylenecyclohexene (hydride shift, minor product)? In addition, the 2-methylcyclohexanl exist in both cis and trans form.

Please show the step by step mechanism produced for each product. Please also note if there are differences in the mechanisms for the cis vs. trans starting material.
Can you also briefly explain each mechanism? I haven't a hard time understand the step by step for each mecahnisms.

Thanks.

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Solution Summary

This solution explains the step by step mechanism for dehydration of 2-methylcyclohexanol

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Please see the attached graphic for the dehydration of 2-methylcyclohexanol. There are three mechanisms shown, each one clearing showing how each of the three products, 3-methylcyclohexene, 1-methylcyclohexene, and methylenecyclohexane (notice the name of this, ...

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