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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

Which of the following compounds is not a monocarboxylic acid?

  1. a. hexanoic acid
  2. b. 2,3-dimethylhexanoic acid
  3. c. hexanedioic acid
  4. d. no correct response

Interpretation Introduction

Interpretation:

The compound that is not a monocarboxylic acid has to be chosen from the given options.

Concept Introduction:

For naming a carboxylic acid in IUPAC nomenclature, the suffix “-oic” is added to the parent alkane name.

IUPAC rules for naming a carboxylic acid:

  • The longest parent carbon chain is identified that includes the carboxyl group.
  • The parent chain name is changed by replacing the suffix “-e” with “-oic acid”.
  • Numbering is done in a way that the carboxyl group is designated as number 1.  This is not indicated in the part of the name because for carboxylic acid, the carboxyl carbon is always numbered 1.
  • The identity and location of substituents if any has to be determined and this information has to be added in front of the IUPAC name.
  • If the carboxyl functional group is attached to a ring of carbon atoms, the ring is named and “-carboxylic acid” is added as suffix.
  • If the compound contains two carboxyl groups in its structure, then the suffix “-dioic acid” is added to the parent alkane name without replacing the suffix “-e” in the parent alkane name.
Explanation

Reason for correct option:

The compound that contains only one carboxyl group is known as monocarboxylic acid.  If a compound contain two carboxyl groups in it means it is known as dicarboxylic acid.  This can be indicated in the IUPAC name itself.  For monocarboxylic acid suffix “-oic acid” is added by replacing suffix “-e” in the parent alkane name.  For dicarboxylic acid it is done by adding “-dioic acid” as suffix to the parent alkane name.

Among the given compounds, the compound name that do not contain the suffix “-oic acid” is hexanedioic acid only...

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