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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

Give IUPAC names for the two isomeric ethyl esters that contain six carbon atoms and saturated carbon chains.

Interpretation Introduction

Interpretation:

Two isomeric ethyl esters that have six carbon atoms and saturated carbon chain has to be given with their IUPAC names.

Concept Introduction:

Organic compounds are represented shortly by the molecular formula and structural formula.  Each and every compound has its own molecular formula.  Compounds can have same molecular formula but not same structural formula.

Isomers are the compounds that have same molecular formula but different structural formula.  The main difference lies in the way the atoms are arranged in the structure.  Isomers have different chemical and physical properties even when they have same molecular formula.

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, Problem 5.114EP

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

Ester that contain ethyl group as the alkyl group has the general structure as shown below,

In the problem statement the ester is said to contain six carbon atoms.  Therefore, “R” group in the above structure must contain four carbon atoms.  The various isomeric structures possible are,

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