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, which on hydrolysis gives a hydroxy acid with a methyl side chain. The compound is:
propionaldehyde
acetaldehyde
crotonaldehyde
acetone
A
acetaldehyde
B
crotonaldehyde
C
propionaldehyde
D
acetone
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Solution
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Acetone gives a positive iodoform test as it is a methyl ketone. 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) which on hydrolysis gives a hydroxy acid with a methyl side chain.
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