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Organic And Biological Chemistry

7th Edition
STOKER + 1 other
ISBN: 9781305081079

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Chapter
Section
BuyFindarrow_forward

Organic And Biological Chemistry

7th Edition
STOKER + 1 other
ISBN: 9781305081079
Textbook Problem

In the hydrolysis of an amide which of the following bonds is broken?

  1. a. carbonyl carbon–nitrogen bond
  2. b. carbonyl carbon–carbonyl oxygen bond
  3. c. carbon–carbon bond
  4. d. no correct response

Interpretation Introduction

Interpretation:

The bond that is broken in hydrolysis of an amide has to be chosen from the given options.

Concept Introduction:

Amides are derivatives of carboxylic acid.  Amides are not much reactive as of carboxylic acids.  They are also stable relatively in aqueous solution.  But under strenuous conditions amides undergo hydrolysis.  The conditions are presence of acid, base or enzymes.

Acidic hydrolysis of amides gives the product as carboxylic acid and amine salt.  Amine salt is obtained because in acidic conditions the amine is converted into amine salt.

Organic And Biological Chemistry, Chapter 6.18, Problem 3QQ , additional homework tip  1

Basic hydrolysis of amides gives the product as carboxylic acid salt and amine.  Carboxylic acid salt is obtained because in basic conditions the carboxylic acid is converted into carboxylic acid salt.

Organic And Biological Chemistry, Chapter 6.18, Problem 3QQ , additional homework tip  2

Explanation

Reason for correct option:

General scheme of hydrolysis of an amide can be given as,

From the above scheme it is understood that the bond that is broken when amide undergoes hydrolysis is the bond between carbonyl carbon and nitrogen.

Therefore, option (a) is a correct one.

Reason for incorrect option:

Option (b) tells that the bond that is broken in amide hydrolysis is the bond between carbonyl carbon atom and carbonyl oxygen atom...

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