Question:

The major products A and B for the following reactions are, respectively:

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KCN in DMSO replaces the primary iodide by CN (SN2); H\(_2\)/Pd then reduces both the nitrile and the ketone.
Updated On: Nov 5, 2026
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The Correct Option is C

Solution and Explanation

Substrate: 2-(2-iodoethyl)cyclohexanone. KCN in DMSO (polar aprotic) favours SN2 at the primary carbon bearing iodine, giving 3-(2-oxocyclohexyl)propanenitrile (A); the ketone is not attacked (cyanohydrin formation is reversible and needs acid/HCN).
H\(_2\)/Pd reduces the nitrile \(-\mathrm{C{\equiv}N}\) to \(-\mathrm{CH_2NH_2}\) and also hydrogenates the ketone to a secondary alcohol, so B has a CH(OH) in the ring and a 3-aminopropyl side chain.
This corresponds to option (3): A = nitrile-ketone; B = hydroxy-amine.
Answer: (3) A: 3-(2-oxocyclohexyl)propanenitrile; B: 2-(3-aminopropyl)cyclohexanol
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