Dechlorination of polychlorinated organic compounds by electrochemical reduction with naphthalene radical anion as mediator.
Electrochemical reduction with electrochemically generated naphthalene radical anion in N,N-dimethylformamide was applied to the dechlorination of five representative POPs, namely HCB, lindane, DDT, PCP and aldrin. Rapid and complete dechlorination was possible for lindane and DDT to give nearly quantitative yields of benzene and 1,1-diphenylethane, respectively. HCB was reduced through complex reaction pathways to yield unknown products. Dechlorination of PCP and aldrin beyond dichlorinated compounds was difficult because of their very negative reduction potential. The reaction pathways for each dechlorination were proposed with the identification of intermediates.
Matsunaga
Atsushi
A
The National Institute for Environmental Studies, 16-2 Onogawa, Tsukuba, Ibaraki 305-0053, Japan. matsunaga.atsushi@nies.go.jp
Yasuhara
Akio
A
D002851:Chromatography, High Pressure Liquid; D002852:Chromatography, Ion Exchange; D004126:Dimethylformamide; D004563:Electrochemistry; D004572:Electrolysis; D006843:Hydrocarbons, Chlorinated / Q000032:analysis*; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D009281:Naphthalenes / Q000737:chemistry*; D010084:Oxidation-Reduction; D010573:Pesticide Residues / Q000032:analysis; D013056:Spectrophotometry, Ultraviolet
D006843:Hydrocarbons, Chlorinated; D007202:Indicators and Reagents; D009281:Naphthalenes; D010573:Pesticide Residues; C031721:naphthalene; D004126:Dimethylformamide