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Which reagent system converts propanone into pinacol (2,3-dimethylbutane-2,3-diol) by bimolecular reduction?

  1. A followed by
  2. B followed by water
  3. C/conc.
  4. D in ethanol

Answer: B

Mg-Hg amalgam transfers single electrons to the carbonyl to give ketyl radical anions, which couple to give the 1,2-diol (pinacol) after water work-up. and give propan-2-ol, and Clemmensen reduction gives propane.
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