Reaction of alkyne with a solution of an alkali metal in liquid ammonia gives: 

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DSSSB PGT Chemistry (Female) Official Paper (Held On: 06 Jul, 2018 Shift 1)
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  1. Trans alkene 
  2. C is alkene 
  3. Primary amine 
  4. Alkane 

Answer (Detailed Solution Below)

Option 1 : Trans alkene 
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Detailed Solution

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CONCEPT:

Reaction of alkyne with alkali metal in liquid ammonia

  • The reaction of an alkyne with an alkali metal in liquid ammonia leads to the reduction of the alkyne.
  • This reduction specifically results in the formation of a trans alkene.
  • The reaction is known as the Birch reduction.
  • In this reaction:
    • Liquid ammonia acts as the solvent and provides protons.
    • Alkali metal (e.g., sodium or lithium) provides electrons, which reduce the alkyne.

EXPLANATION:

  • When an alkyne reacts with an alkali metal in liquid ammonia:
    • The alkali metal donates electrons to the triple bond of the alkyne, breaking it into a double bond.
    • Subsequent protonation (addition of protons from ammonia) leads to the formation of a trans alkene.
  • The reaction proceeds in a stereoselective manner, favoring the trans configuration over the cis configuration.
  • This is because the trans alkene is more stable due to minimized steric hindrance between the substituents.

Therefore, the correct answer is Trans alkene.

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