NEETChemistryAldehydes and Ketones
An unknown organic compound X having the molecular formula C ₃ H ₆ O gives a yellow precipitate when treated with I ₂ and NaOH . Compound X reacts with HCN to give an intermediate Y, which upon strong heating with concentrated H ₂ SO ₄ yields compound Z. Identify the IUPAC name of compound Z.
Options
- ABut-2-enoic acid
- B2-Hydroxy-2-methylpropanoic acid
- C2-Methylprop-2-enoic acid
- DPropan-2-ol
Correct answer
C. 2-Methylprop-2-enoic acid
Step-by-step solution
The compound X ( C ₃ H ₆ O ) gives a positive iodoform test (yellow precipitate with I ₂ and NaOH ), which indicates the presence of a methyl ketone group. Thus, X is propanone (acetone), CH ₃ COCH ₃ . Propanone reacts with HCN via nucleophilic addition to form the intermediate Y, acetone cyanohydrin ( CH ₃ C ( OH )( CN ) CH ₃ ). Upon strong heating with concentrated H ₂ SO ₄ , the cyanohydrin undergoes hydrolysis of the - CN group to a - COOH group, accompanied by the dehydration of the - OH group to form a double