Problems and exercisesAromatic Nucleophilic Substitution
1. Which halide reacts first?
Rank by reactivity towards NaOH: chlorobenzene, 1-chloro-4-nitrobenzene, 1-chloro-3-nitrobenzene and 1-chloro-2,4-dinitrobenzene.
2. The Meisenheimer intermediate
Draw the resonance forms of the intermediate of the reaction of 1-chloro-4-nitrobenzene with methoxide ion.
3. Benzyne
2-Bromo-1,3-dimethylbenzene does not react with NaNH2 in NH3. Why?