Chapter 6, Problem 42DSP

Interpretation Introduction

Interpretation:

A compound that undergoes substitution by the ${\text{S}}_{\text{N}}2$ mechanism at the fastest rate is to be deteremined.

Concept Introduction:

In general, ${\text{S}}_{\text{N}}2$ reactions of alkyl halides, show the following dependence of rate on structure: $\text{primary > secondary > tertiary}$.

Primary alkyl halides are less crowded at the site of substitution than secondary and tertiary alkyl halides and thus react faster in substitution by ${\text{S}}_{\text{N}}2$ mechanism.