Essential Organic Chemistry (3rd Edition)
Essential Organic Chemistry (3rd Edition)
3rd Edition
ISBN: 9780321937711
Author: Paula Yurkanis Bruice
Publisher: PEARSON
Question
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Chapter 13, Problem 52P

(a)

Interpretation Introduction

Interpretation:

Enol tautomer of 2,4-pentanedione has to be drawn.

Concept Introduction:

Tautomerism is the ability of a molecule to exist in more than one chemical form. Tautomers are formed by the migration of a hydrogen atom, accompanied by the switching of a single and neighboring double bond.

The only difference in keto-enol tautomers is the location of hydrogen and double bond.

Essential Organic Chemistry (3rd Edition), Chapter 13, Problem 52P , additional homework tip  1

(b)

Interpretation Introduction

Interpretation:

Reason for most ketones forms 1% less enol in aqueous solution whereas 2,4-pentanedioneis much more prevalent has to be explained.

Concept Introduction:

Tautomerism is the ability of a molecule to exist in more than one chemical form. Tautomers are formed by the migration of a hydrogen atom, accompanied by the switching of a single and neighboring double bond.

The only difference in keto-enol tautomers is the location of hydrogen and double bond.

Essential Organic Chemistry (3rd Edition), Chapter 13, Problem 52P , additional homework tip  2

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Chapter 13 Solutions

Essential Organic Chemistry (3rd Edition)