(i)The aromatic ring ofN,N-dimethylaniline is very reactive and is attacked byp-chlorobenzene-diazonium ion.(j)Hexafuorobenzene undergoes substitution of one of its fuorines on reaction with nucleo-philes such as sodium hydrogen sulFde.23.12(a)Since the tert-butoxy group replaces fuoride at the position occupied by the leaving group,substitution likely occurs by the addition–elimination mechanism.(b)In nucleophilic aromatic substitution reactions that proceed by the addition–eliminationmechanism, aryl fuorides react faster than aryl bromides. Because the aryl bromide is morereactive in this case, it must be reacting by a different mechanism, which is most likelyelimination–addition.23.13(a)Two benzyne intermediates are equally likely to be formed. Reaction with amide ion can
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