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AP EAMCET202017 Sep 2020Evening ShiftChemistryBiomoleculesActual

Fructose reduces Tollen's reagent due to

Options

  1. Aprimary alcoholic group
  2. Bsecondary alcoholic group
  3. Cenolisation of fructose followed by conversation to aldehyde by base
  4. Dasymmetric carbon atoms

Correct answer

C. enolisation of fructose followed by conversation to aldehyde by base

Step-by-step solution

Tollen's reagent is ( ( AgNO ₃+ NH ₄ OH ) ) and it enables basic medium. Fructose is a keto-hexose, still it can reduce Tollen's reagent. Because in basic medium, it undergoes epimerisation (Lobry de-Bruyn Van Ekenstein rerrangement) to give an aldehyde (D-glucose/D-mannose). Throughout the equilibrium, keto-enol tautomeism takes place.

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