Which mechanism accounts for the reaction of 4-bromo-1-nitrobenzene with sodium hydroxide to form 4-nitrophenol? 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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The reaction of 4-bromo-1-nitrobenzene with sodium hydroxide to form 4-nitrophenol proceeds via nucleophilic aromatic substitution by addition-elimination. The nitro group is an electron-withdrawing group that stabilizes the intermediate Meisenheimer complex formed during the addition of the nucleophile (OH-) to the aromatic ring, followed by elimination of the bromide ion.

Which Mechanism Accounts for the Reaction of 4-Bromo-1-Nitrobenzene with Sodium