Organic Chemistry Study Guide and Solutions
Organic Chemistry Study Guide and Solutions
6th Edition
ISBN: 9781936221868
Author: Marc Loudon, Jim Parise
Publisher: W. H. Freeman
Question
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Chapter 19, Problem 19.33P
Interpretation Introduction

(a)

Interpretation:

The enamine product obtained after the reaction of acetone and piperidine is to be drawn.

Concept introduction:

When aldehydes or ketones react with a secondary amine, formation of enamine takes place. The nitrogen analog of an enol is known as enamine. The nucleophilic addition reaction of the secondary amine to the carbonyl carbon atom results in the formation of hemiaminal intermediate which further on dehydration forms the enamine product.

Interpretation Introduction

(b)

Interpretation:

The enamine product obtained after the reaction of 2- phenylacetaldehyde and dimethyl amine is to be drawn.

Concept introduction:

When aldehydes or ketones react with a secondary amine, formation of enamine takes place. The nitrogen analog of an enol is known as enamine. The nucleophilic addition reaction of the secondary amine to the carbonyl carbon atom results in the formation of hemiaminal intermediate which further on dehydration forms the enamine product.

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Organic Chemistry Study Guide and Solutions

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