Chapter 11, Problem 11.15P

Interpretation Introduction

Interpretation:

The reason as to why $trans-2-\text{chlorocyclohexanol}$ reacts with base while its cis-isomer does not is to be stated.

Concept introduction:

Reaction of a halohydrin with a base yields an epoxide which is an intramolecular variation of Williamson ether synthesis. In halohydrin, the nucleophile and the leaving group are present at anti position with respect to each other due to which it reacts with base to form an epoxide at a faster rate.