TY - JOUR
T1 - Spectroscopic Characterization of 7b,8c,9c-Trichlorocamphene-2-one Formed from Toxaphene Components in an Anaerobic Soil
AU - Fingerling, Gerda M.
AU - Parlar, Harun
PY - 1997/10
Y1 - 1997/10
N2 - A cyclic ketone, formed from the toxaphene components Toxicant A (Parlar No. 42) and Toxicant B (Parlar No. 32) in a flooded loamy silt in laboratory experiments, has been isolated, and its structure has been characterized. The product has been shown to have a camphenone skeleton, possibly formed via a Wagner-Meerwein rearrangement. The structure has been identified as 7b,8c,9c-trichlorocamphene-2-one. This is the first time that an oxygen-containing product as conversion product of a toxaphene component has been isolated. Comparison with the behavior of single toxaphene components in autoclaved soil points out that the 7b,8c,9c-trichlorocamphene-2-one is the result of biotransformation.
AB - A cyclic ketone, formed from the toxaphene components Toxicant A (Parlar No. 42) and Toxicant B (Parlar No. 32) in a flooded loamy silt in laboratory experiments, has been isolated, and its structure has been characterized. The product has been shown to have a camphenone skeleton, possibly formed via a Wagner-Meerwein rearrangement. The structure has been identified as 7b,8c,9c-trichlorocamphene-2-one. This is the first time that an oxygen-containing product as conversion product of a toxaphene component has been isolated. Comparison with the behavior of single toxaphene components in autoclaved soil points out that the 7b,8c,9c-trichlorocamphene-2-one is the result of biotransformation.
KW - Biotransformation
KW - Chlorinated camphenone
KW - Toxaphene degradation
UR - http://www.scopus.com/inward/record.url?scp=0642302310&partnerID=8YFLogxK
U2 - 10.1021/jf960991t
DO - 10.1021/jf960991t
M3 - Article
AN - SCOPUS:0642302310
SN - 0021-8561
VL - 45
SP - 4116
EP - 4121
JO - Journal of agricultural and food chemistry
JF - Journal of agricultural and food chemistry
IS - 10
ER -