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JEE Main levelSingle correct optionDifficulty 2 of 3g1256

The compound shown is a carbon acid with pKa about 10, far lower than that of methane (about 50). The main reason is that its conjugate base is stabilised by

  1. Ahyperconjugation with the N-O bonds
  2. Ban increase in s-character of the carbon to 50%
  3. Crelief of steric strain
  4. Ddelocalisation of the charge onto the nitro oxygens together with the -I effect of the group

Answer: D

The compound shown is nitromethane. Its carbanion delocalises the negative charge onto the oxygen atoms of the nitro group (a -M effect) and also benefits from the -I effect of the group. Methane's conjugate base has no such stabilisation.
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