NEET 2006 Chemistry question

ChemistryAldehydes, Ketones and Carboxylic AcidsNEET 2006

A carbonyl compound reacts with hydrogen cyanide to form cyanohydrin which on hydrolysis forms a racemic mixture of -hydroxy acid. The carbonyl compound is:

Answer: (1)

Solution

For the -hydroxy acid to be a racemic mixture, it must contain a chiral carbon, i.e. the carbonyl carbon must end up with four different groups (H, OH, COOH and an alkyl group). This happens only with an aldehyde of type RCHO where R is not H. Acetaldehyde: \xrightarrow{HCN}$

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Question ID VK-089605