JEE Advanced · 2023 · 04 Jun 2023 · Paper 2 · Biomolecules

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A disaccharide X cannot be oxidised by bromine water. The acid hydrolysis of X leads to a laevorotatory solution. The disaccharide is
  1. (A)(see structure)
    ✓ Correct
  2. (B)(see structure)
  3. (C)(see structure)
  4. (D)(see structure)

Answer: (A)

Solution

The key facts are:
  1. X cannot be oxidized by bromine water → X is a non-reducing sugar (no free anomeric carbon).
  2. Acid hydrolysis gives a laevorotatory solution.

Sucrose is a non-reducing disaccharide (glucose + fructose linked via both anomeric carbons). Upon hydrolysis:


The mixture is laevorotatory because fructose has a larger negative rotation. Sucrose itself cannot be oxidized by .

Options (B), (C), and (D) are reducing sugars (they have a free anomeric OH) and would be oxidized by bromine water.

Therefore, X is sucrose, option (A).

JEE Advanced · 2023 · 04 Jun 2023 · Paper 2 · Single correct option

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