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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

Which of the following is a correct statement?

  1. a. Amides, but not amines, exhibit basic properties.
  2. b. Amines, but not amides, exhibit basic properties.
  3. c. Both amides and amines exhibit basic properties.
  4. d. no correct response

Interpretation Introduction

Interpretation:

The correct statement among the given statements considering the basic properties of amines and amides has to be chosen.

Concept Introduction:

Amines are a class of organic compounds.  They are derivatives of ammonia.  Similar to the nitrogen atom in ammonia, the amine nitrogen also has a lone pair of electrons on it.  This means that amines can act as proton acceptors.  When an amine is added to water a proton is transferred to the nitrogen atom.  The resulting solution is a basic solution.  This contains ammonium ions and hydroxide ions.

Amides have a carbonyl group bonded to the nitrogen atom.  The carbonyl carbon atom pulls the lone pair of electrons present on the nitrogen strongly.  Hence, the nitrogen atom cannot act as a proton acceptor.  Amides are not basic in nature.

Explanation

Reason for correct option:

Amines have a polar amino functional group.  This has a nitrogen atom.  Lone pair of electrons are present on nitrogen atom.  This can act as a proton acceptor to form a basic solution.  The basic solution consists of ammonium ion and hydroxide ions.  The basic property of amines is related to the unshared pair of electrons that is present on the nitrogen atom.

Amides have a nitrogen atom that is bonded to a carbonyl group.  The carbonyl carbon atom pulls the lone pair of electrons on nitrogen towards itself.  Hence, amides cannot act as proton acceptor...

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