Chapter 18, Problem 18.62AP

Interpretation Introduction

(a)

Interpretation:

Whether the compound $\text{1-bromo-phenylacetylene}$ will undergo an ${\text{S}}_{\text{N}}\text{2}$ reaction or not is to be stated. The explanation corresponding to the answer is to be stated.

Concept introduction:

The ${\text{S}}_{\text{N}}\text{2}$ reaction is bimolecular single step reaction. In case of ${\text{S}}_{\text{N}}\text{2}$ mechanism, the nucleophile attacks the leaving group from backside. This leads to the inversion of configuration.

Interpretation Introduction

(b)

Interpretation:

Whether the compound $\text{1-bromo-phenylacetylene}$ will undergo an ${\text{S}}_{\text{N}}\text{1}$ reaction or not is to be stated. The explanation corresponding to the answer is to be stated.

Concept introduction:

The ${\text{S}}_{\text{N}}\text{1}$ reaction is unimolecular two step reaction. In case of ${\text{S}}_{\text{N}}\text{1}$ mechanism the nucleophile can attack the planar carbocation formed from top and bottom. This leads to the formation of racemic mixture.