ENADE Química Practice Questions - ENADE Química - Exame Nacional De Desempenho Dos Estudantes Exam

The carbonyl group donates electron density inductively into the aromatic ring, making all positions equally reactive. The nitrogen atom withdraws electron density by resonance, directing substitution selectively to the meta position. The acetamido group forms a cyclic benzyne intermediate that undergoes nucleophilic addition at the para position. The lone pair on nitrogen delocalizes into the π-system of the benzene ring by resonance (+R effect), stabilizing ortho/para arenium ion intermediates.