Chapter 14.2, Problem 4P

Interpretation Introduction

Interpretation: The explanation corresponding to the given statement that $3-\text{chloroprop}-1-\text{ene}$ $\left({\text{CH}}_2={\text{CHCH}}_{\text{2}}\text{Cl}\right)$ is more reactive than $1-\text{chloropropane}$ $\left({\text{CH}}_{\text{3}}{\text{CH}}_{\text{2}}{\text{CH}}_{\text{2}}\text{Cl}\right)$ in ${\text{S}}_{\text{N}}1$ reaction is to be stated.

Concept introduction: According to Hammond’s postulate, the structure of transition state resembles with the structure of compound that has energy near to it.

The formation of carbocation as an intermediate takes place in ${\text{S}}_{\text{N}}1$ reactions. The rate of ${\text{S}}_{\text{N}}1$ reactions is more if carbocation is stable. Generally, primary carbocation is less stable than allylic carbocation.