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  • The nitronium ion NO2+ approaches the benzene ring
  • A partial bond forms between the ring and the NO2+, the electron density coming from the ring system
  • An intermediate (the Wheland intermediate) forms, where the attacked carbon is sp3 hybridised and the delocalised electron system in the ring is broken
  • The hydrogen ion that is to be lost must be accepted by the HSO4- ion which moves towards the intemediate
  • HSO4- accepts the proton, reforming sulphuric acid
  • The electrons that bound the hydrogen return to the p-system in the ring, reforming the delocalised system and restoring aromaticity.

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