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When Aniline Is Treated with Molecular Bromine in the Presence

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When aniline is treated with molecular bromine in the presence of a mild base (NaHCO3), polyhalogenation occurs. However, when aniline is treated with molecular bromine in the presence of a strong Lewis Acid like FeBr3, no reaction takes place. Briefly explain this difference in reactivity.

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Aniline is highly activated and will rea...

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