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 16.5, Problem 8P
Interpretation Introduction

Interpretation:

The mechanism for the base-catalyzed conversion of D-fructose to D-glucose and D-mannose has to be written.

Concept Introduction:

In the conversion of D-fructose to D-glucose the base is required as a catalyst.  Therefore, such reactions are called base catalyzed reactions.  The base first removes a proton from carbon position 1 and forms an enolate ion. The enolate ion is further protonated by the other proton. That proton comes from the top or from the bottom of the planar sp2-hybridized carbon.

Blurred answer
Students have asked these similar questions
Write the mechanism for the base-catalyzed conversion of d-fructose to d-glucose and d-mannose.
When glucose undergoes base-catalyzed isomerization in the absence of the enzyme, mannose is one of the products that is formed. Why is mannose not formed in the enzyme-catalyzed reaction?
What structural feature is required for a carbohydrate to behave asreducing 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
Recommended textbooks for you
Text book image
World of Chemistry, 3rd edition
Chemistry
ISBN:9781133109655
Author:Steven S. Zumdahl, Susan L. Zumdahl, Donald J. DeCoste
Publisher:Brooks / Cole / Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9781305080485
Author:John E. McMurry
Publisher:Cengage Learning
Text book image
Chemistry for Today: General, Organic, and Bioche...
Chemistry
ISBN:9781305960060
Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Publisher:Cengage Learning