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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 is the correct IUPAC name for the compound Chapter 2.12, Problem 2QQ, Which of the following is the correct IUPAC name for the compound ? a. 2-methyl-4-pentyne b. ?

  1. a. 2-methyl-4-pentyne
  2. b. 4-methyl-2-pentyne
  3. c. 2,4-methylpentyne
  4. d. no correct response

Interpretation Introduction

Interpretation:

The correct IUPAC name for the given compound has to be chosen from the given set of options.

Concept Introduction:

IUPAC nomenclature for alkyne:

  • The suffix –ane has to be replaced with the suffix –yne.  This is used to indicate the presence of triple bond.
  • The longest continuous chain of carbon atoms has to be chosen that contains both carbon atoms of the triple bond.
  • The parent carbon chain has to be numbered in a way so that the numbering begins at the end near to the triple bond.  In case if the triple bond is equidistant from both ends, then numbering has to be done from the end that is closer to substituents.
  • The position of the triple bond has to be given a single number which is lower‑numbered carbon atom that is present in the triple bond.
  • Suffixes like –diyne, -triyne, -tetryne, and so on are used when the compound contains more than one triple bond.
Explanation

Reason for correct option:

Given structure of compound is,

The parent carbon chain is found to contain five carbon atoms.  Therefore, the parent carbon is pentane.

As a triple bond is present in the parent carbon chain, the suffix –ane is replaced by –yne.

Numbering has to be given so that the triple bond gets the least numbering.  In this case, the triple bond gets the numbering as 2.

Looking for substituents, it is found that a methyl group is present on fourth carbon atom.

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