



Aniline's amine group activates the benzene ring, increasing its susceptibility to electrophilic substitution, particularly halogenation. The electron-donating -NH2 group makes aniline brominate more readily than benzene.
Arenium ion intermediates dictate the reaction pathway and the site of bromination.
The question requires identifying the arenium ion intermediate *not* involved in aniline bromination. We will examine potential arenium ions:
The amine group's activating effect directs bromination primarily to the ortho and para positions. Consequently, arenium ions corresponding to these positions are predominantly formed.
Evaluation of options:
Thus, the arenium ion in Option C is not involved in the bromination of aniline.
The correct answer is Option C.
