Bundle: Organic Chemistry, 9th, Loose-Leaf + OWLv2, 4 terms (24 months) Printed Access Card
Bundle: Organic Chemistry, 9th, Loose-Leaf + OWLv2, 4 terms (24 months) Printed Access Card
9th Edition
ISBN: 9781305701021
Author: John E. McMurry
Publisher: Cengage Learning
Question
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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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Chapter 23 Solutions

Bundle: Organic Chemistry, 9th, Loose-Leaf + OWLv2, 4 terms (24 months) Printed Access Card

Ch. 23.7 - Show the products you would expect to obtain by...Ch. 23.7 - Prob. 12PCh. 23.8 - What product would you expect from the following...Ch. 23.9 - What product would you expect From the following...Ch. 23.9 - Prob. 15PCh. 23.10 - Prob. 16PCh. 23.10 - Prob. 17PCh. 23.10 - Prob. 18PCh. 23.11 - Prob. 19PCh. 23.11 - Show how you might use an enamine reaction to...Ch. 23.12 - Prob. 21PCh. 23.12 - How would you prepare the following compound using...Ch. 23.SE - Prob. 23VCCh. 23.SE - Prob. 24VCCh. 23.SE - Prob. 25VCCh. 23.SE - The following molecule was formed by a Robinson...Ch. 23.SE - Prob. 27MPCh. 23.SE - Prob. 28MPCh. 23.SE - Predict the product(s) and provide the mechanism...Ch. 23.SE - Predict the product(s) and provide the mechanism...Ch. 23.SE - Predict the product(s) and provide the mechanism...Ch. 23.SE - Knoevenagel condensation is a reaction involving...Ch. 23.SE - Azlactones are important starting materials used...Ch. 23.SE - Prob. 34MPCh. 23.SE - Isoleucine, another of the twenty amino acids...Ch. 23.SE - The first step in the citric acid cycle of food...Ch. 23.SE - Prob. 37MPCh. 23.SE - The Knoevenagel reaction is a carbonyl...Ch. 23.SE - The Darzens reaction invoIves a two-step,...Ch. 23.SE - The following reaction involves a hydrolysis...Ch. 23.SE - Prob. 41MPCh. 23.SE - Prob. 42MPCh. 23.SE - Prob. 43MPCh. 23.SE - Propose a mechanism for the following...Ch. 23.SE - Prob. 45MPCh. 23.SE - Prob. 46MPCh. 23.SE - Prob. 47MPCh. 23.SE - Prob. 48APCh. 23.SE - Prob. 49APCh. 23.SE - Prob. 50APCh. 23.SE - Prob. 51APCh. 23.SE - Prob. 52APCh. 23.SE - Prob. 53APCh. 23.SE - Prob. 54APCh. 23.SE - Prob. 55APCh. 23.SE - Prob. 56APCh. 23.SE - Prob. 57APCh. 23.SE - Prob. 58APCh. 23.SE - In the mixed Claisen reaction of cyclopentanone...Ch. 23.SE - Ethyl dimethylacetoacetate reacts instantly at...Ch. 23.SE - Prob. 61APCh. 23.SE - Prob. 62APCh. 23.SE - The so-called Wieland-Miescher ketone is a...Ch. 23.SE - Prob. 64APCh. 23.SE - Prob. 65APCh. 23.SE - Prob. 66APCh. 23.SE - What condensation products would you expect to...Ch. 23.SE - The following reactions are unlikely to provide...Ch. 23.SE - Fill in the missing reagents a-h in the following...Ch. 23.SE - Prob. 70APCh. 23.SE - Prob. 71APCh. 23.SE - Prob. 72APCh. 23.SE - Prob. 73AP
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