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1a. Draw all the important resonance contributors for the cation intermediates produced by reaction of bromine with aniline at the ortho, meta, and para positions. b. Use the resonance contributors from part a to explain why the NH2 group is activating and o,p-directing in electrophilic aromatic substitution. c. Which reacts faster with bromine, aniline or acetanilide?
2. The bromination of nitrobenzene requires much more vigorous conditions (Br2, Fe, 135-145