Chapter 7, Problem 54P

Interpretation Introduction

Interpretation:

The mechanism for theformation of $\text{1,2-dimethylcyclohexene}$ and $\text{isopropylidenecyclopentane}$ from the dehydration of $\text{2,2-dimethylcyclohexanol}$ is to be explained.

Concept introduction:

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The dehydration of alcohol is the loss of ${\text{H}}_{\text{2}}\text{O}$ molecule and formation of the corresponding alkene.

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The $\text{H}$ and $\text{OH}$ are eliminated from the adjacent carbons.

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The dehydration of primary alcohols proceeds via $\text{E2}$ mechanism whereas the dehydration of secondary and tertiary alcohols proceeds through $\text{E1}$ mechanism.

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The $\text{E1}$ mechanism involves the formation of carbocation.