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Which of the following cyanohydrins on hydrolysis give an optically active acid giving iodoform reaction?

1. Acetone cyanohydrin
2. Propionaldehyde cyanohydrin
3. Acetaldehyde cyanohydrin
4. Formaldehyde cyanohydrin

Correct answer: Propionaldehyde cyanohydrin

Solution

Hydrolysis of a cyanohydrin gives an α-hydroxy acid. Propionaldehyde cyanohydrin yields lactic acid, which is chiral and has the CH3CH(OH)COOH framework; its corresponding oxidation state includes the CH3CO– motif required for iodoform positivity. The other options either give achiral products or acids that do not satisfy both conditions together.

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