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Amino Acids

A carbonyl co...

Question

A carbonyl compound gives a positive iodoform test but does not reduce Tollen's reagent or Fehling's solution. It forms a cyanohydrin with HCN. The compound is:

A

acetaldehyde

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B

propionaldehyde

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C

acetone

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D

None of the above

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Solution

The correct option is C acetone
Acetone gives a positive iodoform test as it is a methyl ketone moeity. It does not reduce Tollen's reagent or Fehling's solution which are the test's characteristics of aldehydes.
Acetone forms a cyanohydrin with $H C N$ (characteristic of a carbonyl group) through nucleophilic addition reaction. Hence option (c) is correct.

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