Chapter 11, Problem 11.54P

Interpretation Introduction

(a)

Interpretation:

The mechanism for the addition of RCl across a double bond in the presence of ${\text{AlCl}}_{\text{3}}$ is to be proposed.

Concept introduction:

${\text{AlCl}}_{\text{3}}$ is a strong Lewis acid. When it is added to an alkyl chloride, it leads to the dissociation of the alkyl chloride to a carbocation and chloride ion. The carbocation can then react with any available nucleophile.

Interpretation Introduction

(b)

Interpretation:

The two possible isomers that can form on treating $\text{2-methylpropene}$ with $\text{2-chloropropane}$ in the presence of ${\text{AlCl}}_{\text{3}}$ are to be determined on the basis of the mechanism from Part (a). The major product of the two is to be determined.

Concept introduction:

${\text{AlCl}}_{\text{3}}$ is a strong Lewis acid. When it is added to an alkyl chloride, it leads to the dissociation of the alkyl chloride to a carbocation and chloride ion. The carbocation can then react with any nucleophile available.