Which Mechanism Accounts for the Reaction of 4-Bromotoluene with Sodium

question 20

Multiple Choice

Which mechanism accounts for the reaction of 4-bromotoluene with sodium amide to form a mixture of 3- and 4-aminotoluene?

• A) Bimolecular nucleophilic substitution (S_N2)
• B) Nucleophilic aromatic substitution by elimination-addition
• C) Nucleophilic aromatic substitution by addition-elimination
• D) Electrophilic aromatic substitution

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