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Aniline and acetanilide undergo electrophilic aromatic bromination readily. Aniline is so reactive that it needs no Lewis acid catalyst to undergo bromination, not once, but three times. NH2 HN aniline acetanilide A What is the structure of the tribrominated aniline? B What is the structure of the monobrominated nacetanilide C Rationalize the position where bromine reacts with acetanilide through resonance structures of acetanilide or through s-complexes where Br has reacted with acetanilide.
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