Essential Organic Chemistry (3rd Edition)
Essential Organic Chemistry (3rd Edition)
3rd Edition
ISBN: 9780321937711
Author: Paula Yurkanis Bruice
Publisher: PEARSON
bartleby

Concept explainers

Question
Book Icon
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.

Blurred answer
Students have asked these similar questions
Draw the mechanism for the formation of b-lactose from α-d-galactose and β-d-glucose in dilute HCl.
Draw the product of reaction when D-glucose is reducted?
Draw the structure of melezitose (either in Haworth or in conformer): α-D-glucopyranosyl-(1→3)-β-D-fructofuranosyl-(2→1)-α-D-glucopyranoside. Is it a reducing sugar?
Knowledge Booster
Background pattern image
Chemistry
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar questions
SEE MORE QUESTIONS
Recommended textbooks for you
  • Text book image
    Organic Chemistry
    Chemistry
    ISBN:9781305080485
    Author:John E. McMurry
    Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9781305080485
Author:John E. McMurry
Publisher:Cengage Learning