Q. An organic compound with the formula 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?

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Solution:

Since, forms a crystalline osazone with phenylhydrazine, it must be an aldohexose or ketohexose. Moreover, on reduction with Na, it gives sorbitol and mannitol, it must be fructose.