ABSTRACT
Transformations of antiozonant N-(1 ,3-dimethylbutyl)-N'-phenyl-l ,4-phenylenediamine 23b by all four pathways are shown in Scheme 13 (15). The increased importance of the free radical process (pathway d) is a consequence of the substituent effect of the diphenylamine part of the molecule. Ozonation proceeds only at the side of the molecule containing the aliphatic substituent. Pathway a results in formation of 206 (R1 == phenyl). The presence of Bandrowski's base was not detected. Mononitrone 210 (R == 1,3-dimethylbutyl) and amide 209 (R1 == phenyl, R2 == alkyl less than C4) arise by pathways band c, respectively. N-N-and C-N-coupling products 135 and 138 (R1 == phenyl, R2 == 1,3-dimethylbutyl), respectively, arise by pathway d (we consider formation of 135 and 138 as a result of oxidative transformations caused by scavenging of alkylperoxyls).
