Organic Chemistry - Standalone book
Organic Chemistry - Standalone book
10th Edition
ISBN: 9780073511214
Author: Francis A Carey Dr., Robert M. Giuliano
Publisher: McGraw-Hill Education
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Chapter 24, Problem 48DSP
Interpretation Introduction

Interpretation:

Correct structures for the hexose that gives the same aldaric acid as (+)-glucose is to be chosen.

Concept introduction:

The stereoisomers that are not mirror images are diastereomers.

They differ in absolute configuration at only one chirality center.

(+)-glucose and its diasteromeric hexose undergo oxidation at C-1 and C-6 carbon atoms to form optically active aldaric acid.

The aldaric acids have two -COOH groups at both ends of the carbon chain. There is no way to tell which was originally the -CHO and which was -CH2OH, and thus, a given aldaric acid can have two different precursors.

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