Hydrophobic vitamin B12. Part 19: electroorganic reaction of DDT mediated by hydrophobic vitamin B12.
The controlled-potential electrolysis of 1,1-bis(4-chlorophenyl)-2,2,2-trichloroethane (DDT) was carried out at -1.4 V vs. Ag-AgCl in the presence of a hydrophobic vitamin B12, heptamethyl cobyrinate perchlorate. DDT was dechlorinated to form 1,1-bis(4-chlorophenyl)-2,2-dichloroethane (DDD), 1,1-bis(4-chlorophenyl)-2,2-dichloroethylene (DDE), 1-chloro-2,2-bis(4-chlorophenyl)ethylene (DDMU) and 1,1,4,4-tetrakis(4-chlorophenyl)-2,3-dichloro-2-butene (TTDB)(E/Z), and quantitative recovery of the catalyst after the electrolysis was confirmed by electronic spectroscopy. A photo-sensitive intermediate having a cobalt-carbon bond formed during the electrolysis was characterized by electronic spectroscopy. A mechanism for the formation of various dechlorinated products was investigated by using deuterium solvents and various spectroscopic measurements such as UV-VIS and the EPR spin-trapping technique.
Shimakoshi
Hisashi
H
Department of Chemistry and Biochemistry, Graduate School of Engineering, Kyushu University, Hakozaki, Higashi-ku, Fukuoka 812-8581, Japan.
Tokunaga
Mami
M
Hisaeda
Yoshio
Y
D002384:Catalysis; D003035:Cobalt / Q000737:chemistry; D003634:DDT / Q000737:chemistry*; D004572:Electrolysis; D057927:Hydrophobic and Hydrophilic Interactions; D007306:Insecticides / Q000737:chemistry*; D012989:Soil Pollutants; D014805:Vitamin B 12 / Q000737:chemistry*
D007306:Insecticides; D012989:Soil Pollutants; D003035:Cobalt; D003634:DDT; D014805:Vitamin B 12