Chapter 20: Q7P (page 955)
What sugar is the C-3 epimer of D-fructose?
Short Answer
D-psicose is the C-3 epimer of D-fructose
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Chapter 20: Q7P (page 955)
What sugar is the C-3 epimer of D-fructose?
D-psicose is the C-3 epimer of D-fructose
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Propose a mechanism for the rearrangement that converts an -hydroxyimine to an α -aminoketone in the presence of a trace amount of acid (page 960).

Ahexose is obtained when the residue of a shrub Sterculia setigeriaundergoes acid-catalyzed hydrolysis. Identify the hexose from the following experimental information: it undergoes mutarotation; it does not react with Br2; and D-galactonic acid and D-talonic acid are formed when it reacts with Tollens’ reagent.
A hexose was obtained after (+)-glyceraldehyde underwent three successive Killiani-Fischer syntheses. Identify the hexose from the following experimental information. Oxidation with nitric acid froms an optically active aldaric acid; a Wohl degradation followed by oxidation with nitric acid forms an
Draw the mechanism for the dehydration step in the Wohl degradation
How many stereoisomers are possible for
a. a ketoheptose? b. an aldoheptose? c. a ketotriose?
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