An organic compound with the formula C 6 H 12 O 6 forms a yellow crystalline solid with phenylhydrazine and gives a mixture of sorbitol and mannitol when reduced with sodium. Which among the following could be the compound?

Question

An organic compound with the formula C 6 ​ H 12 ​ O 6 ​ forms a yellow crystalline solid with phenylhydrazine and gives a mixture of sorbitol and mannitol when reduced with sodium. Which among the following could be the compound?, fructose, glucose, mannose, sucrose

MARKS App · Accepted Answer

Since the compound forms a yellow crystalline solid, i.e. osazone with phenylhydrazine, it may be an aldohexose or a ketohexose. Further, since on reduction, compound forms a mixture of sorbitol and mannitol, it must be a ketohexose, i.e. fructose. Recall that glucose on reduction gives only one alcohol glucitol (Sorbitol)

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