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JEE Main levelSingle correct optionDifficulty 2 of 3g1212

Which of the following carbocations is the most stable?

  1. A4-methoxybenzyl cation
  2. B4-nitrobenzyl cation
  3. C3-nitrobenzyl cation
  4. Dbenzyl cation

Answer: A

The benzyl cation carries charge at the ortho and para ring carbons. A para group donates its lone pair (+M) directly to the cationic centre, giving an extra oxonium-type structure. Nitro groups withdraw electrons and destabilise the cation, so 4-methoxybenzyl is the most stable.
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