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JEE Main202228 Jul 2022Evening ShiftChemistryBiomoleculesActual

The formulas of A and B for the following reaction sequence are

Options

  1. AA = C 7 H 14 O 8 , B = C 6 H 14
  2. BA = C 7 H 13 O 7 , B = C 7 H 14 O
  3. CA = C 7 H 12 O 8 , B = C 6 H 14
  4. DA = C 7 H 14 O 8 , B = C 6 H 14 O 6

Correct answer

A. A = C 7 H 14 O 8 , B = C 6 H 14

Step-by-step solution

Fructose is a polyhydroxy ketone, It reacts with HCN to form a cyanohydrin which on hydrolysis forms a alpha hydroxy carboxylic group. Fructose on reaction NaBH 4 forms D-sorbitol and D-mannitol( Mannitol and sorbitol are isomers, the only difference being the orientation of the hydroxyl group on carbon 2), which on reduction with HI in presence of red phosphorous form n-hexane.

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