Chapter 9, Problem 9.20P

Interpretation Introduction

Interpretation:

Whether substrate $\text{C}$ or $\text{D}$ undergoes $\text{E1}$ reaction at a faster rate is to be explained.

Concept introduction:

The $\text{E1}$ reaction proceeds with the formation of a carbocation intermediate by elimination of the leaving group in the first step. This is the rate determining step; thus, the stability of the carbocation formed increases the rate of reaction. The electron donating groups (alkyl substituents) adjacent to the carbocation increase its stability. The order of stability of carbocation is ${\text{CH}}_{\text{3}}\text{}{\text{< 1}}^{\text{o}}{\text{ < 2}}^{\text{o}}{\text{ < 3}}^{\text{o}}$.