Chapter 22.SE, Problem 41AP

Interpretation Introduction

Interpretation:

The observation that 1-phenyl-2-propenone when treated with a strong base such as LDA does not yield an anion, though it contains a H atom on the carbon atom next to carbonyl group is to be explained.

Concept introduction:

Hydrogen atom on a carbon adjacent to carbonyl group is acidic as the carbanion is stabilized by electron delocalization over the carbonyl group.

To explain:

The observation that 1-phenyl-2-propenone when treated with a strong base such as LDA does not yield an anion, though it contains a H atom on the carbon atom next to carbonyl group.