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Chemical Properties of Glucose

The sum of to...

Question

The sum of total number of moles of $P h N H N H_{2}$ used with A and B is

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Solution

1 mole phenyl hydrazine reacts with D-2-Deoxy glucose at the carbonyl carbon to give D-2-Deoxy glucose phenyl hydrazone.

In the case of D-3-Deoxy glucose, when it is treated with phenyl hydrazine the first mole reacts with the aldehydic group and the 2nd mole of phenyle hydrazine reacts with the product formed to give an intermediate which involves hydride shift to make the alcoholic group present at anomeric carbon get converted to carbonyl group to give Glucosazone, which leads to its reaction with 3rd mole of Phenyl hydrazine.

$∴$ The sum of total number of moles of $P h N H N H_{2}$ used with A and B is 4

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