Chapter 9, Problem 64P

(a)

Interpretation Introduction

Interpretation:

Mechanism for the given reaction should be proposed.

Concept Introduction:

Unimolecular nucleophilic substitution reaction in which the reversible ionization of alkyl halide in the presence of solvent provides a carbocation as an intermediate, attacked by the nucleophile to form the product.

If the leaving group in ${\text{S}}_{\text{N}}\text{1}$ reaction is attached to the asymmetric carbon, a pair of enantiomers will be formed.

An enantiomer, also known as an optical isomer, is one of two stereoisomers that are mirror images of each other that are non-superimposable.

(b)

Interpretation Introduction

Interpretation:

The formation of two products in the given reaction should be explained.

Concept Introduction:

Unimolecular nucleophilic substitution reaction in which the reversible ionization of alkyl halide in the presence of aqueous acetone or an aqueous ethyl alcohol provides a carbocation as an intermediate, attacked by the nucleophile to form the product.

If the leaving group in ${\text{S}}_{\text{N}}\text{1}$ reaction is attached to the asymmetric carbon, a pair of enantiomers will be formed.

An enantiomer, also known as an optical isomer, is one of two stereoisomers that are mirror images of each other that are non-superimposable.

(c)

Interpretation Introduction

Interpretation:

Reason for the single substation products obtained in the given reaction should be explained.

Concept Introduction:

Unimolecular nucleophilic substitution reaction in which the reversible ionization of alkyl halide in the presence of solvent provides a carbocation as an intermediate, attacked by the nucleophile to form the product.

If the leaving group in ${\text{S}}_{\text{N}}\text{1}$ reaction is attached to the asymmetric carbon, a pair of enantiomers will be formed.

An enantiomer, also known as an optical isomer, is one of two stereoisomers that are mirror images of each other that are non-superimposable.