Essential Organic Chemistry (3rd Edition)
Essential Organic Chemistry (3rd Edition)
3rd Edition
ISBN: 9780321937711
Author: Paula Yurkanis Bruice
Publisher: PEARSON
Question
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Chapter 12, Problem 53P

(a)

Interpretation Introduction

Interpretation:

The product should be identified for the given reaction.

Concept introduction:

Acetals: Generally Acetals are used to protect the ketone and aldehyde (carbonyl group).

In this reaction acetone is protected as acetal by using ethylene glycol. Generally acetals are less stable compound.

Essential Organic Chemistry (3rd Edition), Chapter 12, Problem 53P , additional homework tip  1

When a ketone reacts with a diol, the formation of cyclic ketal takes place. The reaction takes place in the presence of an acid catalyst.  An acid catalyst is to activate the carbonyl group. The nucleophile attacks the carbonyl group leading to the formation of oxonium ion. The oxonium ion is again attacked by the nucleophile to form the cyclic ketal. The cyclic ketal can be five-memebered or six-memebered depending upon the diol used in the reaction.

(b)

Interpretation Introduction

Interpretation:

The product should be identified for the given reaction.

Concept introduction:

Acetals: Generally Acetals are used to protect the ketone and aldehyde (carbonyl group).

In this reaction acetone is protected as acetal by using ethylene glycol. Generally acetals are less stable compound.

Essential Organic Chemistry (3rd Edition), Chapter 12, Problem 53P , additional homework tip  2

When a ketone reacts with a diol, the formation of cyclic ketal takes place. The reaction takes place in the presence of an acid catalyst.  An acid catalyst is to activate the carbonyl group. The nucleophile attacks the carbonyl group leading to the formation of oxonium ion. The oxonium ion is again attacked by the nucleophile to form the cyclic ketal. The cyclic ketal can be five-memebered or six-memebered depending upon the diol used in the reaction.

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