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JEE Main 2025 Apr 4 Shift 1, Chemistry Q16: Properties and Important Reactions of Aldehydes & Ketones

JEE Main2025Apr 4, Shift 1Chemistry
Q.

An organic compound (X) with molecular formula is not readily oxidised. On reduction it gives (Y) which reacts with HBr to give a bromide (Z) which is converted to Grignard reagent. This Grignard reagent on reaction with (X) followed by hydrolysis give 2,3-dimethylbutan-2-ol. Compounds (X), (Y) and (Z) respectively are :

  1. A

  2. B

  3. C

  4. D

Solution

The clue ‘ that is not readily oxidised’ rules out propanal (aldehydes oxidise easily) and points to acetone. So X = .

Reduction of acetone gives isopropanol (Y) = .

Y with HBr gives 2-bromopropane (Z) = .

The Grignard from Z is . Adding it to acetone and hydrolyzing produces 2,3-dimethylbutan-2-ol, which matches the stated product.

X, Y, Z = acetone, isopropanol, 2-bromopropane — option (2).

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