How do you explain the absence of aldehyde group in the pentaacetate of D-glucose?
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Solution
D-glucose reaction with NH2OH
In aqueous medium D-glucose have open chain structure and free aldehydic group −CHO is present here.
This D-glucose then reacts with hydroxylamine (NH2OH) and produces oximes.
Pentaacetate of D-glucose
Pentaacetate of D-glucose in aqueous medium does not form open chain structure and thus when it reacts with NH2OH, it does not form oxime indicating that there is absence of free aldehyde (−CHO) group.