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 21, Problem 21.62AP
Interpretation Introduction

(a)

Interpretation:

The structure of mesitoic acid is to be predicted. The stable conformation of the mesitoic acid at the bond ring is to be stated.

Concept introduction:

The rotation around single bonds in the stereoisomers of that compound is known as conformational isomers. The system in which two methyl groups are present at 180° from each other is known as anti conformation.

The system in which two substituents are present on the adjacent atoms are known as eclipsed conformation.

Interpretation Introduction

(b)

Interpretation:

The reason as to why the acid-catalyzed hydrolysis of the methyl ester of the mesitoic acid does not occur at a measurable rate is to be stated.

Concept introduction:

The reaction in which the hydrolysis of an ester into alcohol and carboxylic acid takes place in the presence of an acid catalyst, is commonly known as acid-catalyzed hydrolysis of an ester.

Interpretation Introduction

(c)

Interpretation:

Whether acid-catalyzed esterification in methanol or esterification with diazomethane should be used to make the methyl ester of mesitoic acid is to be stated. The reason for the corresponding answer is to be explained.

Concept introduction:

The reaction in which the hydrolysis of an ester into alcohol and carboxylic acid takes place in the presence of an acid catalyst, is commonly known as acid-catalyzed hydrolysis of an ester.

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