Problem: Is the dehydration of 4-methylcyclohexanol (catalyzed by phosphoric acid) an E1 or E2 mechanism? Based on this, is the product of the reaction chiral? Draw the full mechanism.

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Is the dehydration of 4-methylcyclohexanol (catalyzed by phosphoric acid) an E1 or E2 mechanism? Based on this, is the product of the reaction chiral? Draw the full mechanism.

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Based on our data, we think this problem is relevant for Professor Kissling's class at BU.