Chapter 15.7, Problem 15.11P

(a)

Interpretation Introduction

Interpretation:

The product of light-initiated reaction of cyclopentene with NBS in ${\text{CCl}}_{\text{4}}$ is to be predicted.

Concept introduction:

NBS is a source of bromine atom which abstract hydrogen atom from alkene at allylic position and occupy that position when it is exposed to light. The mechanism of the reaction involves the formation of allylic radical which shows resonating structures due to presence of adjacent double bond.

(b)

Interpretation Introduction

Interpretation:

The product of light-initiated reaction of 2,3-dimethylbut-2-ene with NBS in ${\text{CCl}}_{\text{4}}$ is to be predicted.

Concept introduction:

NBS is a source of bromine atom which abstract hydrogen atom from alkene at allylic position and occupy that position when it is exposed to light. The mechanism of the reaction involves the formation of allylic radical which shows resonating structures due to presence of adjacent double bond.

(c)

Interpretation Introduction

Interpretation:

The product of light-initiated reaction of toluene with NBS in ${\text{CCl}}_{\text{4}}$ is to be predicted.

Concept introduction:

NBS is a source of bromine atom which abstract hydrogen atom from alkene at allylic position and occupy that position when it is exposed to light. The mechanism of the reaction involves the formation of allylic radical which shows resonating structures due to presence of adjacent double bond.