1995
DOI: 10.1515/znb-1995-0618
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Electroreduction of Organic Compounds, 25 Electrochemical Dehalogenation of Chlorinated Insecticides

Abstract: Partial but regio- and stereoselective dechlorination takes place if polychlorinated oligocyclic insecticides (Diels-Alder adducts and dimers of hexachlorocyclopentadiene) are electrolysed in methanol solution at lead cathodes. The products are detected and identified by GC/MS, IR and NMR spectroscopy. The structure of the product 2 formed from Mirex® is confirmed by an X-ray structural analysis.

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Cited by 12 publications
(4 citation statements)
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“…A metabolite of high R f has a mass spectrum (Fig. 4, spectrum b) with a base peak of m/z 289 and a molecular ion of m/z 322 ( 35 Cl 6 ), similar to that described (Gassmann and Voss 1995) for 1,2,3,4,7,7‐hexachloro‐5,6‐bis(methylene) bicyclo[2.2.1]‐2‐heptene (Fig. 1).…”
Section: Discussionmentioning
confidence: 54%
“…A metabolite of high R f has a mass spectrum (Fig. 4, spectrum b) with a base peak of m/z 289 and a molecular ion of m/z 322 ( 35 Cl 6 ), similar to that described (Gassmann and Voss 1995) for 1,2,3,4,7,7‐hexachloro‐5,6‐bis(methylene) bicyclo[2.2.1]‐2‐heptene (Fig. 1).…”
Section: Discussionmentioning
confidence: 54%
“…Therefore, a marked increase in their presence in air, soil and waters has been detected. Organochloride insecticides, such as hexachlorocyclohexane It has been demonstrated that electrochemical methods are an alternative means for dechlorination [2] and in the present study results obtained with the reduction of lindane at a millimetric vitreous carbon electrode and at a carbon microelectrode are reported.…”
mentioning
confidence: 62%
“…Electrochemical methods, on the other hand, have been found to be very effective for the dechlorination of PCDDs, 291 PCDFs, 291 and PCBs. 292 Gassmann et al 293 dechlorinated a number of organochlorine insecticides, including mirex (15), kepone (16), aldrin (17), chlordane (18), and alodan (19), by electrochemical reduction at a lead cathode in methanol. One of the first studies of this class of compounds was reported by Cisak.…”
Section: Chemical Reviewsmentioning
confidence: 99%