Principles of General, Organic, Biological Chemistry
Principles of General, Organic, Biological Chemistry
2nd Edition
ISBN: 9780073511191
Author: Janice Gorzynski Smith Dr.
Publisher: McGraw-Hill Education
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Chapter 14, Problem 14.33AP

a.

Interpretation Introduction

Interpretation:

Chiral centers in the given monosaccharide has to be labelled, the monosaccharide has to be classified as D or L, the enantiomer of the given monosaccharide has to be drawn and also the Fischer projection formula has to be given.

Principles of General, Organic, Biological Chemistry, Chapter 14, Problem 14.33AP , additional homework tip  1

Concept Introduction:

A carbon atom that is bonded to four different groups is known as a chiral carbon atom.  This can rotate the plane polarized light.  D- and L- isomers of monosaccharide can be identified by looking into the chiral center that is farther from the carbonyl group.  In a Fischer projection, if the OH group is present on the right side in the chiral center that is farthest from the carbonyl group means it is a D monosaccharide and if the OH group is present on the left side means it is a L monosaccharide.

Enantiomers are two stereoisomers of a compound that rotate the plane polarized light exactly opposite.  The configuration present in the enantiomers will be exactly opposite to each other.

Fischer projection formula simply uses cross for representing tetrahedral carbon atom.  The carbon atom that is present in the intersection point in cross.  The horizontal bonds means they are coming forward and they are present on wedge bond.  The vertical bonds means they are pointing away and they are present on dashed lines.

b.

Interpretation Introduction

Interpretation:

Chiral centers in the given monosaccharide has to be labelled, the monosaccharide has to be classified as D or L, the enantiomer of the given monosaccharide has to be drawn and also the Fischer projection formula has to be given.

Principles of General, Organic, Biological Chemistry, Chapter 14, Problem 14.33AP , additional homework tip  2

Concept Introduction:

Refer part “a.”.

c.

Interpretation Introduction

Interpretation:

Chiral centers in the given monosaccharide has to be labelled, the monosaccharide has to be classified as D or L, the enantiomer of the given monosaccharide has to be drawn and also the Fischer projection formula has to be given.

Principles of General, Organic, Biological Chemistry, Chapter 14, Problem 14.33AP , additional homework tip  3

Concept Introduction:

Refer part “a.”.

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Students have asked these similar questions
Answer the following questions about monosaccharide B.a. Draw the β anomer of B in a Haworth projection.b. Draw the α anomer of B in a three-dimensional representation using a chair conformation.c. What products are formed when B undergoes the Kiliani–Fischer synthesis?d. What product is formed when B is treated with NaBH4 in CH3OH?e. Draw the disaccharide formed when two molecules of B are joined by a 1→4-β-glycosidic linkage.
Identify d and l enantiomers and any diastereomers of a monosaccharidefrom the Fischer projection.
The following trisaccharide derivative is important to human health.What ever the A ring is called, it is linked to the B ring as ?-O-(A Ringyl)-B ringly-C ring?

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Principles of General, Organic, Biological Chemistry

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