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
• B. propionaldehyde
• C. acetone
• D. None of the above

Answer 1

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 $HCN$ (characteristic of a carbonyl group) through nucleophilic addition reaction. Hence option (c) is correct.