Contributions to ecological chemistry CXLIII Conversion of p-chloroaniline-14C in green algae and water

Long-term fate of 4-chloroaniline-14C in soil and plants under outdoor conditions. A contribution to terrestrial ecotoxicology of chemicals

“…Due to their high chemical reactivity, anilines undergo a multitude of reactions under environmental conditions, which have been reviewed recently (Parris, 1980). Laboratory experiments with 4-chloroaniline and microorganisms, soil, soil constituents, or enzymes revealed transformation to acylation products (4-chloroformanilide, 4chloroacetanilide, 4-chloropropionanilide), ringhydroxylated products (2-amino-5-chlorophenol, 2-acetamido-5-chlorophenol), N-oxidation products [(4-chlorophenyl)hydroxylamine, 4-chloronitrosobenzene, 4-chloronitrobenzene], various condensation products [4,4'-dichloroazobenzene, 4,4'-dichloroazoxybenzene, l,3-bis(4-chlorophenylRriazene, 7-chloro-2-amino-3fl-3-phenoxazin-3-one, 7-chloro-2-amino-3fl-hydroxyphenoxazine], and to complexes with soil constituents (Bartha et al, 1968; Bordeleau et al, 1972; Bordeleau and Bartha, 1972; Kaufman et al, 1973; Briggs and Walker, 1973; Hsu and Bartha, 1974; Bollag and Russel, 1976; Minard et al, 1977; Engelhardt et al, 1977; Bollag et al, 1978; Corbett et al, 1978;Anagnostopoulos et al, 1978;Corlee et al, 1979; Fletcher and Kaufman, 1979; Corbett et al, 1979). The information on transformations in plants is very limited.…”