JEE Main Chemistry question
In a set of reactions, propargyl-type substrate CH≡C–CH₂–COOH-type precursor reacts with CH₃MgBr to give A --(i) CO₂ (ii) H₃O⁺--> B --HgSO₄/H₂SO₄--> C --Tautomerisation--> D. Identify D in the following reaction.
Answer: (B)
Solution
The terminal alkyne's acidic ≡C–H is deprotonated by CH₃MgBr (acid–base reaction, releasing CH₄) to give the acetylide A; carboxylation with CO₂ followed by acidic workup gives the propiolic-acid-type intermediate B,
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