JEE Advanced levelSingle correct optionDifficulty 3 of 3o4218
Propene is treated with BrX2 in CClX4, then with excess NaNHX2 (3 equivalents) in liquid ammonia, and finally with CHX3I. The final product is:
Abut-2-yne
Bbut-1-yne
Cpropyne
Dbut-2-ene
Answer: A
Propene gives 1,2-dibromopropane. Two equivalents of NaNHX2 remove 2 HBr to give propyne, and the third deprotonates the terminal alkyne to sodium propynide. Alkylation with CHX3I gives CHX3C≡C−CHX3, but-2-yne.