1559T_ch22_389-40810/19/0517:23Page39 EQA Solutions to Problems.391 carefully to find out about some 22-10 and 22-11.Arenediazonium Salts and Diazo Coupling 心如 Like aromatic alcoho lies in the ease of replacement of this group by any of the following (reagents are given in parentheses): Arenediazonium salts are als electrophilic enough to react with phenolsor benzenamines to form so-called azo dyes via the diazo coupling process. Solutions to Problems CICHCH H Br 31.a〔】 32.Radical chemistry:initiation,propagation,and termination(which we will ignore) INITIATION: :一+ PROPAGATION -奶 -0 aren’t oxidized to quinones (their structures don’t usually permit that). Read carefully to find out about some molecules that are good for you! 22-10 and 22-11. Arenediazonium Salts and Diazo Coupling Like aromatic alcohols, aromatic amines are also special. In particular, resonance delocalization of the lone pair on nitrogen into the benzene ring makes aromatic amines much less basic than their alkyl relatives. How￾ever, most of the reactions of aromatic amines are similar enough qualitatively to those of alkanamines that there’s really no need to rehash all that stuff. Instead, this section presents just one class of reactions of these compounds, chosen because of its special versatility in synthesis. Diazotization of a primary benzenamine pro￾duces an arenediazonium salt containing an ON2 substituent on the benzene ring. The value of these salts lies in the ease of replacement of this group by any of the following (reagents are given in parentheses): OH (H3PO2) OOH ( H2O, ) OCl, Br (CuX, ) OI (I, ) OCN (CuCN, CN, ) Arenediazonium salts are also electrophilic enough to react with phenols or benzenamines to form so-called azo dyes via the diazo coupling process. Solutions to Problems 31. (a) (b) 32. Radical chemistry: initiation, propagation, and termination (which we will ignore). INITIATION: PROPAGATION: O O N O O H H Br N Br NH O O N O O H H H N O O Br N O O Br ClCHCH3 H Br Solutions to Problems • 391 1559T_ch22_389-408 10/19/05 17:23 Page 391