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Carbohydrate Chemistry-L-2
Carbohydrate Chemistry-L-2
Q. Aldehydes are more easily reduced than ketones. On this basis what product would you expect from the
reduction of glucosone by zinc and acetic acid? Outline a sequence of reactions by which an aldose can be
turned into a 2-ketose.
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Reaction of Monosaccharides: Osazone formation
Amadori Rearrangement
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Osazone formation of glucose and fructose involve only C1 and C2 Amadori rearrangement
does not occur beyond C2 .
This is due to the fact that the osazone so formed is stabilized through intra molecular hydrogen bonding and forms stable 6-
membered cyclic ring. Two hydrogen bonded structures are possible which are shown below.
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Reaction of Monosaccharides: Osazone formation; Mechanism
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Oxidation of Terminal Carbons
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Periodic Acid Oxidation of Sugars
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How many HI molecules required and what are the products?
A B
Write the structure of the product when excess HIO4
Treatment followed by aq HCl Treatment
Q. Treatment of (+)-glucose with HIO4 gives results that confirm its aldohexose structure. What
products should be formed, and how much HIO4 should be consumed?
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Solve the Problem given below
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