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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

The IUPAC name for the compound CH3—CH2—CH2—CH2—SH is

  1. a. 4-thiolbutane
  2. b. 1-thiolbutane
  3. c. 1-butanethiol
  4. d. no correct response

Interpretation Introduction

Interpretation:

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

Concept Introduction:

IUPAC rules for naming thioalcohols that contain single thiol group:

  • • Longest carbon chain has to be identified that contains thiol group also.  The chain name is obtained by adding the suffix “-thiol”.  If the compound contains an unsaturated bond, then the respective name has to be changed with regard to alkane.
  • • The numbering has to be given so that the thiol group gets the least numbering.
  • • Name and location of any other substituent present in the chain has to be identified.
  • • If in a ring the thiol group is present, then that carbon is numbered 1 and the numbering then proceeds counterclockwise or clockwise in a way that substituents present if any gets the least numbering.

IUPAC rules for naming thioalcohols that contain more than one thiol group:

  • • The same rules said above is followed but the prefix di-, tri-, tetra etc is added corresponding to the number of thiol groups that is present.
Explanation

Reason for correct option:

Given structure of compound is,

First step is to identify the longest continuous carbon chain.  In the given structure, it is found that the longest carbon chain is four carbon chain.  Hence, the parent alkane is butane.

The suffix -thiol is added to the parent alkane name.  This gives the name as butanethiol.

Next step is to number the carbon atoms so that the thiol functional group gets the least numbering.  In this case, it is in first carbon atom.  Therefore, the IUPAC name of the given compound is 1-butanethiol...

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