What do the results of parts (a) and (b) imply about the hemiacetal structure of fructose?
Show what happens when the product of part (a) is hydrolyzed using dilute acid.
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Concetti chiave
Hydrolysis
Dilute Acid
Reaction Mechanism
Propose a mechanism for methylation of any one of the hydroxy groups of methyl α-D-glucopyranoside, using NaOH and dimethyl sulfate.
Show the products that result from hydrolysis of amygdalin in dilute acid. Can you suggest why amygdalin might be toxic to tumor (and possibly other) cells?
Draw the expected product of the reaction of the following sugars with excess methyl iodide and silver oxide.
(a) α-D-fructofuranose
Treatment of either anomer of fructose with excess ethanol in the presence of a trace of HCl gives a mixture of the α and β anomers of ethyl-D-fructofuranoside. Draw the starting materials, reagents, and products for this reaction. Circle the aglycone in each product.
Show the product that results when fructose is treated with an excess of methyl iodide and silver oxide.
