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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Nucleophilic aromatic substitution by elimination-addition is the correct mechanism for the reaction of 4-bromotoluene with sodium amide to form a mixture of 3- and 4-aminotoluene. This process involves the elimination of a leaving group followed by the addition of a nucleophile to the aromatic ring. Sodium amide acts as a strong base and nucleophile, facilitating the removal of the bromine atom and subsequent addition of the amide ion to the aromatic ring, leading to the formation of the aminotoluene products.

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