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Chapter 21.5, Problem 11P
Interpretation Introduction

Interpretation:

The aldohexoses and ketohexoses that are formed when D-tagatose is added to a basic aqueous solution are to be identified.

Concept Introduction:

In the enediol rearrangement of a monosaccharide, the base removes the proton from the α-carbon resulting in the formation of enolate ion.  After the deprotonation, enediol is formed resulting in the formation of aldohexose and ketohexose by the base-catalyzed conversion.

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Chapter 21 Solutions

Organic Chemistry; Modified MasteringChemistry with Pearson eText -- ValuePack Access Card; Study Guide and Student Solutions Manual for Organic Chemistry, Books a la Carte Edition (7th Edition)

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