Chapter 23.SE, Problem 58AP

Interpretation Introduction

a) CH₃CO₂Et + CH₃CH₂CO₂Et

Interpretation:

The structures of the possible products, indicating predominant product if any, when ethylacetate and ethyl propionate undergo Claisen condensation reaction are to be given.

Concept introduction:

The Claisen condensation reaction involves a reversible condensation between two molecules of an ester that has α-hydrogen atoms in the presence of one equivalent of a base like sodium ethoxide. The product obtained is a β-keto ester. In the reaction an alcohol molecule is eliminated and the product has an acyl group of one of the reactant molecule attached to the α-carbon of the second molecule.

To give:

The structures of the possible products, indicating predominant product if any, when ethylacetate and ethyl propionate undergo Claisen condensation reaction.

Interpretation Introduction

b) C₆H₅CO₂Et + C₆H₅CH₂CO₂Et

Interpretation:

The structures of the possible products, indicating predominant product if any, when ethylbenzoyate and ethylphenylacetate undergo Claisen condensation reaction are to be given.

Concept introduction:

The Claisen condensation reaction involves a reversible condensation between two molecules of an ester that has α-hydrogen atoms in the presence of one equivalent of a base like sodium ethoxide. The product obtained is a β-keto ester. In the reaction an alcohol molecule is eliminated and the product has an acyl group of one of the reactant molecule attached to the α-carbon of the second molecule.

To give:

The structure of the possible product, indicating predominant product if any, when ethylbenzoyate and ethylphenylacetate undergo Claisen condensation reaction.

Interpretation Introduction

c) EtOCO₂Et + cyclohexanone

Interpretation:

The structures of the possible products, indicating predominant product if any, when ethoxyethylformate and cyclohexanone undergo Claisen condensation reaction are to be given.

Concept introduction:

The Claisen condensation reaction involves a reversible condensation between two molecules of an ester that has α-hydrogen atoms in the presence of one equivalent of a base like sodium ethoxide. The product obtained is a β-keto ester. In the reaction an alcohol molecule is eliminated and the product has an acyl group of one of the reactant molecule attached to the α-carbon of the second molecule.

To give:

The structures of the possible products, indicating predominant product if any, when ethoxyethylformate and cyclohexanone undergo Claisen condensation reaction.

Interpretation Introduction

d) C₆H₅CHO + CH₃CH₂Et

Interpretation:

The structures of the possible products, indicating predominant product if any, when benzaldehyde and ethylformate undergo Claisen condensation reaction are to be given.

Concept introduction:

The Claisen condensation reaction involves a reversible condensation between two molecules of an ester that has α-hydrogen atoms in the presence of one equivalent of a base like sodium ethoxide. The product obtained is a β-keto ester. In the reaction an alcohol molecule is eliminated and the product has an acyl group of one of the reactant molecule attached to the α-carbon of the second molecule.

To give:

The structures of the possible products, indicating predominant product if any, when benzaldehyde and ethylacetate undergo Claisen condensation reaction.