Chapter 19, Problem 19.12P

Interpretation Introduction

(a)

Interpretation:

$S_{\text{N}}1$ mechanism for the solvolysis of ${\text{CH}}_{\text{3}}{\text{OCH}}_{\text{2}}\text{Cl}$ in ethanol with appropriate resonance structures for the carbocation intermediate is to be drawn.

Concept introduction:

The nucleophilic substitution reactions are the reactions in which one nucleophile is substituted by another nucleophile. These reactions depend upon the nucleophilicity and concentration of the nucleophile. It is of two types, $S_{\text{N}}1$ and $S_{\text{N}}2$.

The $S_{\text{N}}2$ reaction is a nucleophilic substitution bimolecular single-step reaction in which the addition of nucleophile and removal of leaving group takes place simultaneously.

The $S_{\text{N}}1$ reaction is a nucleophilic substitution reaction in which the substitution of nucleophile takes place. This reaction takes place in two steps. This generates a carbocation intermediate in the reaction.

Interpretation Introduction

(b)

Interpretation:

The reason as to why the alkyl halide in part (a) undergoes solvolysis much more rapidly as compared to $1-$ chlorobutane is to be stated.

Concept introduction:

The nucleophilic substitution reactions are the reactions in which one nucleophile is substituted by another nucleophile. These reactions depend upon the nucleophilicity and concentration of the nucleophile. It is of two types, $S_{\text{N}}1$ and $S_{\text{N}}2$.