18.6 Nucleophilic Aromatic Substitution (NAS)

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    Nucleophilic Aromatic Substitution

    -strong nucleophile (NH2- or OH- for example) replaces a halide

    -electron withdrawing groups ortho/para to halide facilitate the reaction

    1) Addition-Elimination Mechanism

    addition-elimination mechanism

    2) Benzyne Mechanism (Elimination-Addition Mechanism)

    benzyne mechanism