Chapter 7, Problem 7.76SP

Interpretation Introduction

Interpretation: The reason as to why in the reaction of the given compound with sodium methoxide in methanol, the deuterated product predominates by $7:1$ ratio is to be stated.

Concept introduction: In ${\text{S}}_{\text{N}}\text{2}$ reaction, the nucleophile substitution reaction occurs in which one of the bonds is broken and simultaneously another bond is formed.

In ${\text{S}}_{\text{N}}\text{2}$ $\text{E2}$ elimination reaction, the anion that is incoming act as base not as a nucleophile, removal of proton leads to the formation of alkenes.

The bond strength of $\text{C-D}$ is stronger than $\text{C-H}$ due to hyper conjugation and deuterium is heavier than hydrogen by the presence of one neutron.

To determine: The reason as to why in the reaction of the given compound with sodium methoxide in methanol, the deuterated product predominates by $7:1$ ratio.