An organic compound with the formula $\mathrm{C}_{6} \mathrm{H}_{12} \mathrm{O}_{6}$ 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?

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Aicharya · 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)

An organic compound with the formula $\mathrm{C}_{6} \mathrm{H}_{12} \mathrm{O}_{6}$ forms a yellow…

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