Organic Chemistry
Organic Chemistry
8th Edition
ISBN: 9781305580350
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
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Chapter 25, Problem 25.27P
Interpretation Introduction

Interpretation:

When the four aldopentoses are reduced by NaBH4, which yield optically active alditols and which yield optically inactive alditols has to be given.

Concept Introduction:

The reagent NaBH4 is a reducing agent.  In carbohydrates, it reduces the carbonyl group (-C=O) into hydroxyl group (–OH).  The formed reduced products are known as alditols.

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There are four d-aldopentoses (Table 25.1). If each is reduced with NaBH4, which yield optically active alditols? Which yield optically inactive alditols?
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