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 16, Problem 16.31P
Interpretation Introduction

(a)

Interpretation:

The ranking of the compounds in increasing order of their harshness of the reaction conditions that are required to accomplish the sulfonation reaction is to be stated.

Concept introduction:

The organic reaction of an arene in which the replacement of a hydrogen atom by a sulfonic acid takes place is known as aromatic sulfonation. This reaction is an aromatic substitution reaction. The substitution in sulfonation reaction is reversible.

Interpretation Introduction

(b)

Interpretation:

The ranking of the compounds in increasing order of their harshness of the reaction conditions that are required to accomplish the Friedel-Crafts acylation is to be stated.

Concept introduction:

The reaction between isobutyryl chloride with benzene in presence of AlCl3 is a Friedal Craft acylation reaction. In this, AlCl3 acts as a Lewis acid catalyst. It is a method of insertion of carbonyl group on benzene ring.

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(a) The Friedel-Crafts reaction of benzene with 2-chloro-3-methylbutane in the presence of AlCl3 occurs with a carbocation rearrangement. Give mechanistic explanation and the product formed. (b) Predict the product(s) will be formed from the following reactions: (i) Bromination of p-methylbenzoic acid (ii) Sulphonation of m-bromoanisole (iii) Friedel-craft acylation of o-bromonitrobenzene
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Chapter 16 Solutions

Organic Chemistry Study Guide and Solutions

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