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 16.5, Problem 7P
Interpretation Introduction

Interpretation:

The enediol rearrangement of the carbonyl carbon of fructose from C-2 to C-3 has to be illustrated.

Concept Introduction:

In the enediol rearrangement of a monosaccharide, the base removes the proton from the carbon resulting in the formation of enolate ion.  After the deprotonation, enediol is formed resulting in the formation of aldohexose and ketohexose by the base-catalyzed conversion.

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