Question:

The reagent needed for converting

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The product has the two Ph groups on opposite sides (trans-stilbene); anti addition of H2 is achieved by Na or Li in liquid NH3.
Updated On: Nov 11, 2026
  • Cat. Hydrogenation
  • \(\mathrm{H_2}\) /Lindlar Cat.
  • Li/\(\mathrm{NH_3}\)
  • \(\mathrm{LiAlH_4}\)
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The Correct Option is C

Solution and Explanation

Reactant: diphenylacetylene, \(\mathrm{Ph{-}C{\equiv}C{-}Ph}\). Product: the alkene with Ph and H on opposite sides across the double bond, i.e. trans-1,2-diphenylethene (trans-stilbene).
Catalytic hydrogenation gives the alkane (over-reduction); \(\mathrm{H_2}\)/Lindlar catalyst gives syn addition and the cis-alkene; \(\mathrm{LiAlH_4}\) does not reduce an isolated C-C triple bond.
Dissolving metal reduction (Li or Na in liquid \(\mathrm{NH_3}\)) proceeds via a trans vinyl radical/anion and gives the trans-alkene.
Answer: (3) Li/NH3
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