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JEE Advanced levelSingle correct optionDifficulty 3 of 3ro036

Hex-3-yne is reduced with Na in liquid and the product is treated with in (anti addition). The final product is

  1. Aracemic (3R,4R)- and (3S,4S)-3,4-dibromohexane
  2. Bmeso-3,4-dibromohexane
  3. C3,3,4,4-tetrabromohexane
  4. D(Z)-3,4-dibromohex-3-ene

Answer: B

Na/ gives (E)-hex-3-ene. Anti addition of to an E-alkene gives the meso dibromide.
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