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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

Assign IUPAC names to each of the following compounds.

Chapter 6, Problem 6.116EP, Assign IUPAC names to each of the following compounds. , example  1

Chapter 6, Problem 6.116EP, Assign IUPAC names to each of the following compounds. , example  2

Chapter 6, Problem 6.116EP, Assign IUPAC names to each of the following compounds. , example  3

Chapter 6, Problem 6.116EP, Assign IUPAC names to each of the following compounds. , example  4

(a)

Interpretation Introduction

Interpretation:

IUPAC name of the given compound has to be assigned.

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.

In a line-angle structural formula, the point of intersection and the end points represent a carbon atom.

Explanation

Given structure of compound is,

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

(b)

Interpretation Introduction

Interpretation:

IUPAC name of the given compound has to be assigned.

Concept Introduction:

Amides are derivatives of carboxylic acid.  This is the reason that their names are completely based on the parent carboxylic acid.

IUPAC rules for naming an amide:

  • The end in name of the carboxylic acid is changed from “-ic acid” or “-oic acid” to “-amide”.
  • The groups attached to the nitrogen are appended to front of base name by using N-prefix as locator.

For amides, IUPAC name and common names are given using the same rules.

(c)

Interpretation Introduction

Interpretation:

IUPAC name of the given compound has to be assigned.

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.

In a line-angle structural formula, the point of intersection and the end points represent a carbon atom.

(d)

Interpretation Introduction

Interpretation:

IUPAC name of the given compound has to be assigned.

Concept Introduction:

Amides are derivatives of carboxylic acid.  This is the reason that their names are completely based on the parent carboxylic acid.

IUPAC rules for naming an amide:

  • The end in name of the carboxylic acid is changed from “-ic acid” or “-oic acid” to “-amide”.
  • The groups attached to the nitrogen are appended to front of base name by using N-prefix as locator.

For amides, IUPAC name and common names are given using the same rules.

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