JEE Main levelSingle correct optionDifficulty 2 of 3hx064
Propyne is treated with NaNHX2 in liquid NHX3 and the resulting anion is then treated with bromoethane. The product is
ACHX2=C=CH−CHX2CHX3
BCHX3−CH=CH−CHX2CHX3
CCHX3−C≡C−CHX2CHX3
DCHX3CHX2CHX2−C≡CH
Answer: C
NaNHX2 removes the acidic terminal proton of propyne to give CHX3−C≡CX−, a good nucleophile. It displaces bromide from primary CHX3CHX2Br by SN2, forming a new C-C bond. The product is pent-2-yne.