5 Nov 2011

Organic Chemistry 3: Practice Problems (Carbohydrates)

 1.  When D-glucose is treated with sodium borohydride, optically active glucitol results.  When optically active D-galactose is reduced, however, the product is optically inactive.  Explain this loss of optical activity.
Answer:


2.  Draw the expected product of the reaction of the following sugars with methyl iodide and silver oxide.
 (a) α-D-fructofuranose (b) , β -D-galactopyranose

Answer:

3.  The mechanism of glycoside formation is the same as the second part of the mechanism for acetal formation.  Propose a mechanism for the formation of methyl f3 -D-glucopyranoside.

Answer:

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