Essential Organic Chemistry, Global Edition
Essential Organic Chemistry, Global Edition
3rd Edition
ISBN: 9781292089034
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 6.14, Problem 26P
Interpretation Introduction

Interpretation:

The all enol tautomers for each of the ketones in problem 24 have to be drawn.

Concept Introduction:

Acid Catalysed addition of water: When water is added to alkyne in the presence of an acid, the product formed will be an enol.  Enol contains a double bond and an OH group.  The OH group is bonded to one of the sp2 carbons.

If a carbonyl group is bonded to two alkyl groups, it is called as a ketone.  The enol formed in the acid catalysed addition of water will be easily converted into a ketone.

Conversion of terminal alkynes into enol: If we want to convert terminal alkyne into an enol, the presence of mercuric ion as a catalyst should be needed and the catalyst will increase the rate of the reaction.

  Essential Organic Chemistry, Global Edition, Chapter 6.14, Problem 26P

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Students have asked these similar questions
Which of the following pairs are keto–enol tautomers?
Draw the enol tautomers for each of the following compounds. For compounds that have more than one enol tautomer, indicate the one that is more stable.
Addition of water to an alkyne gives a keto‑enol tautomer product. Draw the ketone that is in equilibrium with the given enol.

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Essential Organic Chemistry, Global Edition

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