a) CH 3 CO 2 Et + CH 3 CH 2 CO 2 Et 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.

Question

1. Which one(s) of these can be oxidized with CrO3 ? (could be more than one) a) triphenylmethanol b) 2-pentanol c) Ethyl alcohol d) CH3 2. Write in all the product(s) of this reaction. Label them as "major" or "minor". 2-methyl-2-hexanol H2SO4, heat

Answer 1

Question

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.

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1. Which one(s) of these can be oxidized with CrO3 ? (could be more than one) a) triphenylmethanol b) 2-pentanol c) Ethyl alcohol d) CH3 2. Write in all the product(s) of this reaction. Label them as "major" or "minor". 2-methyl-2-hexanol H2SO4, heat

3) Determine if the pairs are constitutional isomers, enantiomers, diastereomers, or mesocompounds. (4 points)

In the decomposition reaction in solution B → C, only species C absorbs UV radiation, but neither B nor the solvent absorbs. If we call At the absorbance measured at any time, A0 the absorbance at the beginning of the reaction, and A∞ the absorbance at the end of the reaction, which of the expressions is valid? We assume that Beer's law is fulfilled.

Answer 2

Question

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.

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Answer 3

Question

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.

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Answer 4

Question

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.

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Answer 5

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.

Answer 6

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.

Answer 7

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.

Answer 8

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.

Answer 9

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.

Answer 10

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.

Answer 11

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.

Answer 12

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.

Answer 13

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.

Answer 14

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Ch. 23.1 - Prob. 1P Ch. 23.1 - Prob. 2P Ch. 23.3 - Prob. 3P Ch. 23.3 - Prob. 4P Ch. 23.4 - Prob. 5P Ch. 23.4 - 1-Butanol is prepared commercially by a route that...Ch. 23.4 - Prob. 7P Ch. 23.5 - Prob. 8P Ch. 23.6 - Prob. 9P Ch. 23.6 - What product would you Expect to obtain from base...

Solution Summary: The author explains the Claisen condensation reaction, which involves a reversible condensation between two molecules of an ester that has -hydrogen atoms.

Chapter 23 Solutions