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Benzene is treated with Na in liquid containing ethanol. The major organic product is

  1. Acyclohexa-1,4-diene
  2. Bcyclohexene
  3. Ccyclohexa-1,3-diene
  4. Dcyclohexane

Answer: A

Birch reduction adds two electrons and two protons to the aromatic ring, giving the non-conjugated 1,4-diene. The isolated double bonds are not reduced further under these conditions, so cyclohexane and cyclohexene do not form.
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