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A compound A with the empirical formula C3H6O2 has a fruity smell. It reacts with DIBALH/H2O at ultra low temperatures. After work-up, we get X and Y. X on treating with dilute NaOH forms Z. Z doesn’t have a hydroxyl group and it reacts with (CH3)2CuLi to giveM. Z also reacts with CH3MgBr to give N. Based on this passage, answer the following questions:
Which of the following reducing agents could be used to convert A into X?
  1. LiAlH4
  2. NaBH4
  3. H2/Ni
  4. None of these


Solution

The correct option is D None of these

No reagent given can reduce A into X

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