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Organic And Biological Chemistry

7th Edition
STOKER + 1 other
ISBN: 9781305081079

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Section
BuyFindarrow_forward

Organic And Biological Chemistry

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

What is the IUPAC name for the compound CH3—CH2—CH2—CH2—NH2?

  1. a. butylamine
  2. b. aminobutane
  3. c. 1-butanamine
  4. d. no correct response

Interpretation Introduction

Interpretation:

IUPAC name of the given compound has to be chosen from the given options.

Concept Introduction:

IUPAC nomenclature for amine:  There are about five rules to be followed in giving IUPAC name for an amine.

  • Longest carbon chain has to be identified that is attached to nitrogen atom.
  • Suffix “-e” in name of the parent chain alkane is replaced by “-amine”.
  • Numbering of the carbon chain is done from the end that is near the nitrogen atom.
  • Point of attachment of the nitrogen atom in the carbon chain is indicated by a number before the parent chain name.
  • In case if substituents are present, then the identity and location of substituents are appended to the front in the parent chain name.

If the compound contains two amine groups, then the suffix “-e” is replaced by diamine.  Tertiary and secondary amines are named as N-substituted primary amines.

Common name for amine is given in a single word.  Primary amine is named as alkylamine.  Secondary amine is named as alkylalkylamine.  Tertiary amine is named as alkylalkylalkylamine.

Explanation

Reason for correct option:

Given structure of compound is,

The longest carbon chain attached to the nitrogen atom is found to be containing four carbon atoms.  Hence, the parent alkane is butane.  Amine is named by replacing the suffix “-e” in the parent alkane name with “-amine”.  This gives the name as butanamine.

Numbering has to be given from the end that is near to the nitrogen atom.  In this case, the nitrogen atom is attached to the carbon atom that is numbered 1.  This has to be added to the name in front.  This gives the IUPAC name of 1-butanamine...

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