We studied the degradation of technical toxaphene in anaerobic sewage sludg
e from a municipal waste water treatment plant. Chlorobornanes, chlorocamph
enes and related compounds were rapidly degraded, with degradation rates in
the order of decachloro>nonachloro>octochloro>heptachloro approximate to h
exachloro compounds. The half-lives of individual congeners ranged from <1
day to several days. We also studied the degradation of technical toxaphene
in previously sterilized sludge (control), and found it was slower than in
the anaerobic sludge. The chlorobornanes that degraded most rapidly in the
non-sterilized anaerobic sludge were those with gem chloro substitution on
the 6-member carbon-ring, including the toxic congeners, Toxicant A and B.
Non-gent chloro substituted congeners, like the biologically persistent P2
6 and P50, also degraded, but less rapidly. Toxaphene degradation in sewage
sludge proceeded primarily via reductive dechlorination, leading to HxSed,
HpSed, TC2 and other persistent metabolites. Enantioselective determinatio
ns indicated little, if any, enantioselectivity in the formation and/or deg
radation of these compounds. The isomer and enantiomer profiles of the hexa
-, hepta-, and octachlorobornanes are similar to those observed in sediment
from the Baltic Sea, suggesting that technical toxaphene is the source of
these compounds and that its composition was changed via similar anaerobic
degradation pathways. (C) 2000 Elsevier Science Ltd. All rights reserved.