Organic Chemistry, Loose-leaf Version
Organic Chemistry, Loose-leaf Version
8th Edition
ISBN: 9781305865549
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
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Chapter 25.2, Problem 25.2P
Interpretation Introduction

Interpretation:

The Haworth projections of α-D-mannopyranose and β-D-mannopyranose has to be drawn.

Concept Introduction:

The cyclic representation of monosaccharides is known as Haworth projection.  The five membered ring is said to be Furanose and six membered ring is said to be Pyranose.  The five or six membered cyclic hemiacetals which have planar structure will be lying perpendicular to the plane of the paper.

In monosaccharides, the alcohol and carbonyl groups both are present.  The two groups react with each other to form cyclic hemiacetals.

αDmannopyranose: When the mannose is written in cyclic (Pyranose) form, if the -OH group is located on the side opposite to the –CH2OH group, it is said to be α-D-mannopyranose.

βDmannopyranose: When the mannose is written in cyclic (Pyranose) form, if the -OH group is located on the same side of the –CH2OH group, it is said to be β-D-mannopyranose.

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