JEE Main Chemistry question

The product of the following reaction: a methylcyclohexanone --H₂/Pt--> ? is

(A)Methylcyclohexane (plain, unsubstituted drawing)
(B)2-methylcyclohexan-1-ol
(C)An alcohol bearing an additional gem-dimethyl substituent on the ring, cis-fused
(D)An alcohol bearing an additional gem-dimethyl substituent on the ring, trans-fusedCorrect

Answer: (D)

Solution

Catalytic hydrogenation (H₂/Pt) reduces the ketone carbonyl of the methyl-substituted cyclohexanone to a secondary alcohol, with the pre-existing methyl substituent(s) retained unchanged on the ring; the specific stereochemical outcome (cis or trans ring-fusion/relative configuration) depends on the face of catalyst

See the full step-by-step solution

Create a free account to read the complete working (2 steps), and practise questions like this in a timed test.

Create a free account

Question ID VK-149404