A disaccharide X cannot be oxidised by bromine water. The acid hydrolysis of X leads to a laevorotatory solution. The disaccharide X is
(A)(see structure)✓ Correct
(B)(see structure)
(C)(see structure)
(D)(see structure)
Answer: (A)
Solution
The key facts are:
X cannot be oxidized by bromine water → X is a non-reducing sugar (no free anomeric carbon).
Acid hydrolysis gives a laevorotatory solution.
Sucrose is a non-reducing disaccharide (glucose + fructose linked via both anomeric carbons). Upon hydrolysis: SucroseH+Glucose(+52.5°)+Fructose(−92°)
The mixture is laevorotatory because fructose has a larger negative rotation. Sucrose itself cannot be oxidized by Br2/H2O.
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