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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

The IUPAC name for the ester formed when butanoic acid and ethanol react is

  1. a. ethyl butanoate
  2. b. butyl ethanoate
  3. c. butyl ethyl ester
  4. d. no correct response

Interpretation Introduction

Interpretation:

The correct IUPAC name for the ester that is formed when butanoic acid and ethanol react has to be chosen from the given options.

Concept Introduction:

Esters are prepared by condensation of carboxylic acid with an alcohol.  A molecule of water is lost on this reaction.  The reaction that takes place in producing esters is known as esterification reaction.

Esterification reaction is the one in which the carboxylic acid is condensed with an alcohol (or phenol) in presence of strong acid catalyst to produce ester.  The general reaction scheme can be given as,

Organic And Biological Chemistry, Chapter 5.12, Problem 3QQ , additional homework tip  1

For naming an ester, it can be structurally viewed in a way that contains an acyl group and an alkyl group.

Organic And Biological Chemistry, Chapter 5.12, Problem 3QQ , additional homework tip  2

Rules to obtain IUPAC name and common name for an ester:

  • Alkyl part appears first in the IUPAC name and it is followed by the acyl part of ester as a separate word.
  • Name of the alkyl part in the ester is just a name of R group.  It can be alkyl, cycloalkyl, or aryl group.
  • Acyl part present in the ester is named by considering the acid name and replacing the suffix “-ic acid” with “-ate”.
  • To obtain the common name the alkyl part name is the same while the acyl part name is derived from the common name of the acid by replacing the suffix “-ic acid” with “-ate”.
Explanation

Reason for correct option:

Given carboxylic acid and alcohol structure is,

The reaction between two compounds that are shown above, result in the formation of ester.  The structure of the ester formed and the complete reaction can be given as shown below,

The structure of ester is,

The alkyl and acyl group is identified as shown below,

Alkyl group contains only two carbon atoms.  Hence alkyl group is named as ethyl.  The acyl group contains four carbon atoms.  The IUPAC name of carboxylic acid that contains three carbon atoms is butanoic acid...

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