A compound A with the molecular formula C ₃ H ₆ Cl ₂ on reaction with alkali can give either compound B ( C ₃ H ₆ O ) or compound C ( C ₃ H ₄ ) depending on the reaction conditions. Compound B on oxidation gives a compound of formula C ₃ H ₆ O ₂ . Compound C upon treatment with dilute H ₂ SO ₄ containing Hg ²⁺ ions gives compound D ( C ₃ H ₆ O ). Compound D reacts with bromine and alkali to give the sodium salt of an

Step-by-step solution

Compound D reacts with bromine and alkali to give the sodium salt of an acid with formula C ₂ H ₄ O ₂ ( CH ₃ COOH ). This indicates that D is a methyl ketone and undergoes the haloform reaction. Since D has the formula C ₃ H ₆ O , D must be acetone ( CH ₃ COCH ₃ ). Compound D is formed by the hydration of compound C ( C ₃ H ₄ ) in the presence of dilute H ₂ SO ₄ and Hg ²⁺ ions. This means C is an alkyne. For C to yield acetone upon hydration, C must be propyne ( CH ₃ C CH ). Compound A ( C ₃ H ₆ Cl ₂ ) gives propyn