EP ESSENTIAL ORG.CHEM.-MOD.MASTERING
EP ESSENTIAL ORG.CHEM.-MOD.MASTERING
3rd Edition
ISBN: 9780133858501
Author: Bruice
Publisher: PEARSON CO
Question
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Chapter 12.9, Problem 25P

(a)

Interpretation Introduction

Interpretation: The products for the given reaction have to be identified.

Concept Introduction:

Ketals:

Ketals are used to protect the carbonyl group of the ketone.

In the following example, the carbonyl group of the acetone has been protected as ketal by using ethylene glycol.

Example:

  EP ESSENTIAL ORG.CHEM.-MOD.MASTERING   , Chapter 12.9, Problem 25P , additional homework tip  1

In acidic condition, a ketone reacts with two molecules of alcohol or a molecule of diol to form ketal or cyclic ketal respectively.

General scheme:

  EP ESSENTIAL ORG.CHEM.-MOD.MASTERING   , Chapter 12.9, Problem 25P , additional homework tip  2

 Hydrolysis of Ketal:

 Hydrolysis of ketal gives back the corresponding alcohol and the corresponding ketone from which the ketal has been formed. The hydrolysis takes place only in acidic conditions. So, the hydrolysis of ketal is an acid-catalyzed hydrolysis reaction.

 General scheme:

 EP ESSENTIAL ORG.CHEM.-MOD.MASTERING   , Chapter 12.9, Problem 25P , additional homework tip  3

(b)

Interpretation Introduction

Interpretation: The products for the given reaction have to be found.

Concept Introduction:

Ketals:

Ketals are used to protect the carbonyl group of the ketone.

In the following example, the carbonyl group of the acetone has been protected as ketal by using ethylene glycol.

Example:

EP ESSENTIAL ORG.CHEM.-MOD.MASTERING   , Chapter 12.9, Problem 25P , additional homework tip  4

In acidic condition, a ketone reacts with two molecules of alcohol or a molecule of diol to form ketal or cyclic ketal respectively.

General scheme:

EP ESSENTIAL ORG.CHEM.-MOD.MASTERING   , Chapter 12.9, Problem 25P , additional homework tip  5

 Hydrolysis of Ketal:

 Hydrolysis of ketal gives back the corresponding alcohol and the corresponding ketone from which the ketal has been formed. The hydrolysis takes place only in acidic conditions. So, the hydrolysis of ketal is an acid-catalyzed hydrolysis reaction.

 General scheme:

 EP ESSENTIAL ORG.CHEM.-MOD.MASTERING   , Chapter 12.9, Problem 25P , additional homework tip  6

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