Chapter 19, Problem 19.20P

Interpretation Introduction

Interpretation:

The compound among $A$, $B$, and $C$ that could not be synthesized by a hydride reduction of an aldehyde or ketone is to be identified.

Concept introduction:

The metal hydride reagents are good reducing agents such as ${\text{LiAlH}}_{\text{4}}$ and ${\text{NaBH}}_{\text{4}}$. The aldehyde and ketone are carbonyl compounds. Aldehyde and ketone are reduced to form primary and secondary alcohol. The tertiary alcohol can also be produced by reduction of aldehyde or ketone.