Chapter 23.3, Problem 3P

Interpretation Introduction

a)

Interpretation:

The enone product expected from the aldol condensation of cyclopentanone is to be given.

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 give:

The enone product expected from the aldol condensation of cyclopentanone.

Interpretation Introduction

b)

Interpretation:

The enone product expected from the aldol condensation of acetophenone is to be given.

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 give:

The enone product expected from the aldol condensation of acetophenone.

Interpretation Introduction

c)

Interpretation:

The enone product expected from the aldol condensation of 2-methylbutanal is to be given.

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 give:

The enone product expected from the aldol condensation of 2-methylbutanal.