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
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Chapter 26, Problem 26.42AP
Interpretation Introduction

(a)

Interpretation:

The curved-arrow mechanism for the reversible reaction of aryl-sulfonic acid in steam is to be predicted.

Concept introduction:

Electrophilic substitution reactions are that reaction in which an electrophile replaces the atom or function group of a compound. Sulfonation is an electrophilic substitution reaction in which the hydrogen atom of an aromatic ring is replaced by the sulfonic acid functional group.

Interpretation Introduction

(b)

Interpretation:

The identification of compound A, B and C in the given reaction scheme is to be predicted.

Concept introduction:

Electrophilic substitution reactions are that reaction in which an electrophile replaces the atom or function group of a compound. Sulfonation is an electrophilic substitution reaction in which the hydrogen atom of an aromatic ring is replaced by the sulfonic acid functional group.

Interpretation Introduction

(c)

Interpretation:

The explanation as to why compound C cannot be synthesized in one step from thiophene.

Concept introduction:

Electrophilic substitution reactions are that reaction in which an electrophile replaces the atom or function group of a compound. Nitration is an electrophilic substitution reaction in which the hydrogen atom of an aromatic ring is replaced by the nitro group.

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Students have asked these similar questions
(a) Why are alkyl halides insoluble in water? (b) Why is Butan-l-ol optically inactive but Butan-2-ol is optically active? (c) Although chlorine is an electron withdrawing group, yet it is ortho-, Para- directing in electrophilic aromatic substitution reaction. Why?
Provide the reagents and solvents (where appropriate) needed to bring about the following transformations. (a) CI (b)
Consider the tetracyclic compound with rings labeled A–D. (a) Which ring is the most reactive in electrophilic aromatic substitution? (b) Which ring is the least reactive in electrophilic aromatic substitution?
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