Chapter 27, Problem 19E

Interpretation Introduction

(a)

Interpretation:

The formula of the product obtained upon dissolution of $\left(\text{S}\right){\text{-CH}}_{\text{3}}\text{CH}\left(\text{Cl}\right){\text{CH}}_{\text{2}}{\text{CH}}_{\text{3}}$ in ethanol should be written.

Concept introduction:

Nucleophilic substitution reaction $\left({\text{S}}_{\text{N}}1\right)$ is a two-step substitution reaction. In the first step removal of the leaving group and formation of the carbocation intermediate occurs. The second step involves the formation of the product by the attack of the incoming nucleophile on the carbocation intermediate. It is a unimolecular substitution reaction. A mixture of both retention and inversion product is obtained as the incoming nucleophile can attack from either side of the carbocation.

Interpretation Introduction

(b)

Interpretation:

The reaction mechanism of the given nucleophilic substitution reaction is to be determined.

Concept introduction:

Nucleophilic substitution reaction $\left({\text{S}}_{\text{N}}1\right)$ is a two-step substitution reaction. In the first step removal of the leaving group and formation of the carbocation intermediate occurs. The second step involves the formation of the product by the attack of the incoming nucleophile on the carbocation intermediate. It is a unimolecular substitution reaction. A mixture of both retention and inversion product is obtained as the incoming nucleophile can attack from either side of the carbocation.