Organic Chemistry
Organic Chemistry
8th Edition
ISBN: 9781305580350
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
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Chapter 19, Problem 19.69P
Interpretation Introduction

Interpretation:

The synthesis of tranquilizer volnoctamide has to be given using diethyl malonate as the source of the carboxamide group.

Concept Introduction:

Acid chlorides are most often prepared by treating a carboxylic acid with thionyl chloride.

Organic Chemistry, Chapter 19, Problem 19.69P

Reaction of acid chloride with ammonia or amines:

The reaction of acid chlorides with ammonia and primary and secondary amines will yield amide.

The nucleophilic addition of ammonia or amine to the carbonyl carbon occurs which is followed by a proton transfer forming an addition intermediate that will eliminate chloride and lose a proton to give the amide compound.

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Chapter 19 Solutions

Organic Chemistry

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