Organic Chemistry: Principles and Mechanisms (Second Edition)
Organic Chemistry: Principles and Mechanisms (Second Edition)
2nd Edition
ISBN: 9780393663556
Author: Joel Karty
Publisher: W. W. Norton & Company
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Chapter 22, Problem 22.39P
Interpretation Introduction

(a)

Interpretation:

The major product with detailed mechanism for the given nitration reaction is to be drawn.

Concept introduction:

Sulfonation is the incorporation of SO3H group to aromatic ring, and the reverse of sulfonation is desulfonation where the SO3H group can be removed from the aromatic ring. Desulfonation reaction can be carried out by reacting the aryl sulfonic acid with water in an acidic condition. The reaction proceeds with electrophilic addition of proton followed by elimination of SO3H.

Interpretation Introduction

(b)

Interpretation:

The major product with detailed mechanism for the given nitration reaction is to be drawn.

Concept introduction:

Sulfonation is the incorporation of SO3H group to aromatic ring, and the reverse of sulfonation is desulfonation where the SO3H group can be removed from the aromatic ring. Desulfonation reaction can be carried out by reacting aryl sulfonic acid with water in an acidic condition. The reaction proceeds with electrophilic addition of proton followed by elimination of SO3H.

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Organic Chemistry: Principles and Mechanisms (Second Edition)

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