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Identifying the Mechanism of an Aromatic Substitution Reaction

All three mechanisms accomplish aromatic substitution, but there are a few key differences that warrant our attention  [Pg.902]

The intermediate Electrophilic aromatic substitution proceeds via a sigma complex, nucleophihc aromatic substitution proceeds via a Meisenheimer complex, and elimination-addition proceeds via a benzyne intermediate. [Pg.902]

Substituent effects In electrophilic aromatic substitution, electron-withdrawing groups deactivate the ring toward attack, while in nucleophilic aromatic substitution, an electron-withdrawing group is required in order for the reaction to proceed. [Pg.902]

If the reagent is nucleophilic, then determine if all three criteria are satisfied for a nucleophilic aromatic substitution. [Pg.903]

First look at the reagents. NaOH is a common source of hydroxide ions (Na is the counterion). Hydroxide is a nucleophile, not an electrophile, so we can rule out electrophilic aromatic substitution. [Pg.903]


See other pages where Identifying the Mechanism of an Aromatic Substitution Reaction is mentioned: [Pg.858]    [Pg.902]    [Pg.903]   


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