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NEET levelSingle correct optionDifficulty 1 of 3ro167

Na in liquid reduces but-2-yne mainly to

  1. Abutane
  2. Bcis-but-2-ene
  3. Ctrans-but-2-ene
  4. Dbut-1-ene

Answer: C

Dissolving metal reduction of an internal alkyne proceeds through a vinyl radical anion and a vinyl anion that prefers the trans geometry. Protonation therefore gives the trans alkene, and the alkene is not reduced further.
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