The stability of eight environmentally relevant azo dye metabolites [o-amin
otoluene (2), 4,4 ' -thiodianiline (4), 4,4 '- diaminodiphenylmethane (6),
p-chloroaniline (7), 2,4-toluylenediamine (9), p-kresidine (14), 2,4-diamin
oanisole (15), and 2-naphthylamine (18)] was investigated in activated slud
ge systems and compared to their hydrolysis stability. For both studies, te
st systems of the EC and EPA were used. The results show that degradation u
nder aerobic conditions proceeds via oxidation of the substituents located
on the aromatic ring or on the side chain. Under anaerobic conditions, the
azo bond is reductively cleaved, which leads to the substituted amines. The
se are toxic and potentially hazardous to the environment. (C) 2001 Elsevie
r Science Ltd. All rights reserved.