Essential Organic Chemistry (3rd Edition)
Essential Organic Chemistry (3rd Edition)
3rd Edition
ISBN: 9780321937711
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 16, Problem 33P
Interpretation Introduction

Interpretation:

The mechanism for interconversion of α-D-glucose and β-D-glucose in dilute HCl is to be drawn.

Concept Introduction:

The hydroxyl group of anomeric carbon in α-D-glucose is protonated by an acid. The lone pair on the ring helps in eliminating a molecule of water which results in the formation of oxo-carbenium ion. It is planar molecule. When water approaches from the top of the plane, β-D-glucose is formed.

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