The amine group in aniline is exceptionally activating towards electrophilic aromatic substitution. — Amines Chemistry Question
Question
The amine group in aniline is exceptionally activating towards electrophilic aromatic substitution. If aniline is reacted directly with an excess of uncontrolled aqueous bromine ($Br_2/H_2O$), what is the exact identity and physical state of the major product?
💡 Solution & Explanation
The extreme activation caused by the highly electron-donating $-NH_2$ group completely prevents the reaction from stopping at monosubstitution. Direct aqueous bromination aggressively substitutes all available ortho and para positions simultaneously, resulting in a rapid, massive formation of 2,4,6-tribromoaniline as a characteristic white precipitate.