Organic Chemistry
Organic Chemistry
3rd Edition
ISBN: 9781119338352
Author: Klein
Publisher: WILEY
Question
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Chapter 26.4, Problem 14LTS

(a)

Interpretation Introduction

Interpretation:

Mechanism for the given transformation need to be drawn and if sodium hydroxide is present in large amount for transesterification.

Concept introduction:

Transesterification is a process in which the alcohol group present in the carboxylate of triglyceride is exchanged by another organic alcohol group.  This can occur in presence of either acid or base as catalyst.  The general scheme can be shown as,

Organic Chemistry, Chapter 26.4, Problem 14LTS , additional homework tip  1

Please remember that transesterification using basic condition is done in few steps rather than acidic conditions.

In presence of excess base the transesterification does not happen instead hydrolysis occurs.

To draw: the mechanism for the given transformation.

(b)

Interpretation Introduction

Interpretation:

Mechanism for the given transformation need to be drawn and if sodium hydroxide is present in large amount for transesterification.

Concept Introduction:

Hydrolysis is a process in which the ester is converted to its respective carboxylic acid and alcohol in presence of aqueous acid or base.  In case of triglyceride the hydrolysis results in formation of glycerol and three fatty acid units.  In presence of other organic alcohol unit this hydrolysis occurs if the base is present in large amount rather than transesterification.

Organic Chemistry, Chapter 26.4, Problem 14LTS , additional homework tip  2

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