Essential Organic Chemistry, Global Edition
Essential Organic Chemistry, Global Edition
3rd Edition
ISBN: 9781292089034
Author: Paula Yurkanis Bruice
Publisher: PEARSON
Question
Book Icon
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, Global 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, Global 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.

Blurred answer
Students have asked these similar questions
What are the major product of the given reactions?
Which is the MAJOR product of the following reactions?
What is the product of each of the following reaction sequences?
Knowledge Booster
Background pattern image
Recommended textbooks for you
Text book image
Chemistry
Chemistry
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning
Text book image
Chemistry
Chemistry
ISBN:9781259911156
Author:Raymond Chang Dr., Jason Overby Professor
Publisher:McGraw-Hill Education
Text book image
Principles of Instrumental Analysis
Chemistry
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9780078021558
Author:Janice Gorzynski Smith Dr.
Publisher:McGraw-Hill Education
Text book image
Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning
Text book image
Elementary Principles of Chemical Processes, Bind...
Chemistry
ISBN:9781118431221
Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:WILEY