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JEE Advanced levelSingle correct optionDifficulty 3 of 3o4218

Propene is treated with in , then with excess (3 equivalents) in liquid ammonia, and finally with . The final product is:

  1. Abut-2-yne
  2. Bbut-1-yne
  3. Cpropyne
  4. Dbut-2-ene

Answer: A

Propene gives 1,2-dibromopropane. Two equivalents of remove 2 HBr to give propyne, and the third deprotonates the terminal alkyne to sodium propynide. Alkylation with gives , but-2-yne.
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