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Which of the following steps is not correct in the mechanism of electrophilic substitution of benzene?
- Generation of electrophile like \( X^{+}, R^{+}, R C^{+} O, N O_{2}^{+} \) etc.
- Attack of electrophile resulting in the formation of arenium ion in which one of the carbon is \( s p^{3} \) hybridised.
- Addition of proton on benzene ring to give carbocation.
- Removal of proton from \( s p^{3} \) carbon atom to restore aromatic character.
Correct answer: Addition of proton on benzene ring to give carbocation.
Solution
The incorrect step is the one that describes proton addition to benzene as the key event. Electrophilic substitution proceeds by electrophile generation, attack on the ring to form an arenium ion, and then loss of a proton to regain aromaticity.
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