Chapter 9, Problem 9.83AP

Interpretation Introduction

(a)

Interpretation:

The curved-arrow mechanism for reaction of cis and trans stereoisomers of $\text{4-chlorocyclohexanol}$ with ${\text{OH}}^{-}$ is to be predicted.

Concept introduction:

Alkyl halides undergo elimination reaction in the presence of a base to form alkenes. The mechanism of the reaction followed depends on the base used. The most substituted alkene is formed as the major product according to Zaitsev rule.

Interpretation Introduction

(b)

Interpretation:

The reason for the fact that the bicyclic material $B$ is observed in the reaction of the $trans\text{-4-chlorocyclohexanol}$, but not in the reaction of the $cis\text{-4-chlorocyclohexanol}$ is to be explained.

Concept introduction:

Alkyl halides undergo elimination reaction in the presence of a base to form alkenes. The mechanism of the reaction followed depends on the base used. The most substituted alkene is formed as the major product according to Zaitsev rule.