Benzene acts as a nucleophile, attacking a large and varied number of electrophiles.



Stage 1. p cloud of benzene, forming a resonance-stabilized carbocation.



The cyclohexadienyl cation [2] delocalizes the positive charge according to the following structures:




Stage 2. In the second stage, benzene recovers its aromaticity due to the loss of a proton. It is a rapid stage known as rearomatization of the ring.