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JEE Advanced levelSingle correct optionDifficulty 3 of 3g1148

The correct order of stability of the carbocations (I) , (II) , (III) and (IV) is

  1. AI > III > II > IV
  2. BII > I > III > IV
  3. CIV > III > II > I
  4. DI > II > III > IV

Answer: D

All are benzyl cations stabilised by resonance. The p-methoxy group donates strongly by +M; the p-methyl group donates by +I and hyperconjugation; the unsubstituted ring has none; the p-nitro group withdraws by -M and -I and destabilises the cation. Order: I > II > III > IV.
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