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Br DMSO H20 N-Br OH N-H dilute H2SO4 OH h sN1 Nucleophilic substitution. a Proton transfer e J Electrophilic addition b Lewis acid/base i SN2 Nucleophilic substitution f*E1 Elimination c -Radical chain substitution j Electrophilic aromatic substitution g FE2 Elimination d Radical chain addition Identify the mechanism by which each of the actions above proceeds from a the mechanisms listed. Use the letters a j for your answers.

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Br DMSO / H20 1. N-Br ОН N-H dilute H2SO4 + H20 OH a Proton transfer b Lewis acid/base c Radical chain substitution f E1 Eli

NH2 CI H2NNH2 NH2 CI +HBr O+ Br h-Sy1 Nucleophilic substitution b-Lewis acid/base c Radical chain substitution d Radical chai

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