Chapter 23.3, Problem 4P

Interpretation Introduction

Interpretation:

Given that aldol condensation of 3-methylcyclohexanone leads to a mixture of two enone products, not counting double-bond isomers. Their structures are to be drawn.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon of the second molecule. The product obtained, a, β-hydroxyaldehyde or ketone upon heating eliminate a molecule of water to yield the enones, α,β-unsaturated aldehydes or ketones.

To draw:

The structures of the two enones product, not counting double-bond isomers, obtained when 3-methylcyclohexanone undergoes aldol condensation.