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Polychlorobiphenyls formed from chlorobenzenes and dibenzoyl peroxides
Perdih, Anton ; Jan, Janja
When dibenzoyl peroxide (DBP) or bis(2,4-dichlorobenzoyl) peroxide (2,4-DCBP) decomposes in the presence of a chlorobenzene (CB), a complex polychlorobiphenyl (PCB) mixture is formed. Aryl radicals ...are formed from DBP or 2,4-DCBP and they are involved in several reaction pathways: in addition toCB followed by (a) H displacement or by (b) Cl displacement; in (c) H abstraction or in (d) Cl abstraction from CB and addition of the formed CB radical to another CB molecule followed by H displacement or by Cl displacement; in (e) H addition to CB or a PCB followed by Cl displacement. Reaction pathway (a) is the major one. It favours the formation of PCB isomerssubstituted 2,6- >2- > non-ortho in the case of DBP, and 2,2',6- > 2- >2,2'- in the case of 2,4-DCBP. reaction pathway (b) is minor in the cas of lower substituted CBs ansĐd may be important at higher substituted CBs, especially when they have more than two adjacent chlorines. Reaction pathways (c) and (d) are minor ones, too, and of similar probability. Abstraction of anatom takes place more readily when atoms of the same type are adjacent. Reaction pathway (e) takes place preferably on higher substituted CBs and PCBs, especially those having isolated chlorines or crowded ones.
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