Introduction To General, Organic, And Biochemistry
Introduction To General, Organic, And Biochemistry
12th Edition
ISBN: 9781337571357
Author: Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher: Cengage Learning
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Chapter 19, Problem 30P
Interpretation Introduction

Interpretation:

The name and structure of the alditol formed by reduction of NaBH4 D-fructose other than the D-sorbitol should be determined.

Concept Introduction:

The sodium borohydride is a reducing agent, so it reduces the functional group present in the carbohydrate and itself get oxidized.

The reduction of aldehyde results in the formation of alcohol because reduction can also be defined as addition of hydrogen atom thus, -CHO group becomes -CH2 OH after addition of two hydrogen atoms on carbonyl carbon of the aldehydic group.

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From the choices given below select the aldopentose that yields the same alditol as L-ribose upon reduction with NaBH 4. Select ALL monosaccharides that satisfy the requirement, excluding the structure referenced in the question. Note that only D structures are shown. To select an L structure click on the name. If no selection exists, then select the referenced structure. H H H CHO OH OH OH CH₂OH D-Ribose L-Ribose HO- H H- CHO -H -OH -OH CH₂OH D-Arabinose L-Arabinose H HO H CHO OH H -OH CH₂OH D-Xylose L-Xylose HO HO- H- CHO H -H -OH CH₂OH D-Lyxose L-Lyxose
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Chapter 19 Solutions

Introduction To General, Organic, And Biochemistry

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