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BITSAT2020ChemistryBiomoleculesActual

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?

Options

  1. Afructose
  2. Bglucose
  3. Cmannose
  4. Dsucrose

Correct answer

A. fructose

Step-by-step solution

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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