Essential Organic Chemistry (3rd Edition)
Essential Organic Chemistry (3rd Edition)
3rd Edition
ISBN: 9780321937711
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 11.4, Problem 7P

(a)

Interpretation Introduction

Interpretation: To identify the products of following reactions when new groups in tetrahedral intermediate is a stronger base than the group that attached group in acyl group.

Concept introduction: The carboxylic acid and its derivatives undergo nucleophilic acyl substitution reaction. The incoming group is called as nucleophile and the substituent that departs from molecule is known as leaving group. If the attacking group is a good base as compared to the substiuent that is already present than attacking group will replace the existing substituent.

The basicity comparison can be done by using the pKa values of the acids obtained after the reaction.

(b)

Interpretation Introduction

Interpretation: To identify the products of following reactions when new groups in tetrahedral intermediate is a weaker base than the group that attached group in acyl group.

Concept introduction: The carboxylic acid and its derivatives undergo nucleophilic acyl substitution reaction. The incoming group is called as nucleophile and the substituent that departs from molecule is known as leaving group. If the attacking group is a good base as compared to the substiuent that is already present than attacking group will replace the existing substituent.

The basicity comparison can be done by using the pKa values of the acids obtained after the reaction.

(c)

Interpretation Introduction

Interpretation: To identify the products of following reactions when new groups in tetrahedral intermediate is similar in basicity to the group that attached group in acyl group

Concept introduction: The carboxylic acid and its derivatives undergo nucleophilic acyl substitution reaction. The incoming group is called as nucleophile and the substituent that departs from molecule is known as leaving group. If the attacking group is a good base as compared to the substiuent that is already present than attacking group will replace the existing substituent.

The basicity comparison can be done by using the pKa values of the acids obtained after the reaction.

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Chapter 11 Solutions

Essential Organic Chemistry (3rd Edition)

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