Chapter 22, Problem 22.5P

Interpretation Introduction

Interpretation:

The explanation as to why the given compound does not undergo base-catalyzed exchange in ${\text{D}}_{\text{2}}\text{O}$ even though it has an $\text{α}$-hydrogen is to be stated.

Concept introduction:

The $\text{α}$-hydrogens are the hydrogens which are present on the carbon adjacent to the electronegative atom. The base-catalyzed exchange of hydrogen can takes place in ${\text{D}}_{\text{2}}\text{O}$ which is heavy water only when the $\text{α}$-hydrogen is acidic in nature. This leads to the complete exchange of all $\text{α}$ hydrogens present.