On the Electrochemical Reduction of O, O-Dimethyl-O-(3-Methyl-4-Nitrophenyl)-Phosphorthioate (Fenitrothion) Pesticide in Acetonitrile Solution

Acetonitrile 용액중에서 살충제 O, O-Dimethyl-O-(3-Methyl-4-Nitrophenyl)-Phosphorothioate (Fenitrothion)의 전기화학적 환원

  • Il-Kwang Kim (Department of Chemistry, Won Kwang University) ;
  • Youn-Geun Kim (Department of Chemistry, Won Kwang University) ;
  • Hyun-Ja Chun (Department of Chemistry, Won Kwang University)
  • 김일광 (원광대학교 자연과학대학 화학과) ;
  • 김윤근 (원광대학교 자연과학대학 화학과) ;
  • 천현자 (원광대학교 자연과학대학 화학과)
  • Published : 1988.06.20

Abstract

The electrochemical reduction of O,O-dimethyl-O-(3-methyl-4-nitrophenyl)-phosphorothioate (Fenitrothion) has been studied in acetonitrile solution containing surfactant micelle by direct current (DC)-differential pulse (DP) polarography, cyclic voltammetry (CV) and controlled potential coulometry (CPC). The partially reversible electron transfer-chemical reaction(EC, EC mechanism) of fenitrothion reduction proceeded by four electron transfer to form O,O-dimethyl-O-(3-methyl-4-hydroxyaminophenyl)-phosphorothioate which undergoes single bond of the phosphorus atom and phenoxy group cleaves to give p-amino-m-cresol and dimethyl thiophosphinic acid as major product by two electron transfer-protonation at higher negative potential. The polarograpic reduction waves shown to suppressed due to inhibitory effect of sodium lauryl sulfate micelle solution and split up on selectivity of anionic micelle effect in two step at the first reduction peak.

Keywords

References

  1. J. Electroanal. Chem. v.88 J. M. Saveant
  2. J. Electroanal. Chem. v.139 J. H. Barnes;M. D. Hawley
  3. Electrochemical Methods A. J. Bard;R. Fulker
  4. J. Pesticide Sci. v.3 K. Mihara(et. al.)
  5. J. Pesticide Sci. v.4 K. Mihara(et. al.)
  6. Int. J. Environ. Anal. Chem. v.8 G. Volpe;V. M. Mallet
  7. J. Agri. Food Chem. v.24 R. Greenhalgh;W. Marshall
  8. Agr. Bial. Chem. v.38 H. Ohkawa
  9. Bull. Environ. Contam. Toxicol. v.27 J. B. Addison
  10. J. Am. Chem. Soc. v.88 W. M. Gulick;D. H. Geske
  11. Topic in Phoshporus Chemistry v.9 P. Schipper
  12. J. Korean Agri. Chem. Soc. v.26 N. D. Sung;S. H. Park
  13. Zh. Anal. Khim. v.31 N. A. Sobina;L. Y. Kheifets(et. al.)
  14. J. Chromatogr. v.59 J. Seifert;J. Davidek
  15. Anal. Chem. Acta v.31 P. Nangniot
  16. Polarography M. Kolthoff;J. J. Lingane
  17. Anal. Chem. v.38 D. N. Hume
  18. Principles of Polarography J. Heyrovsky;J. Kuta
  19. J. Pesticide Sci. v.2 J. Miyamoto
  20. Electroanalytical Chemistry J. J. Lingane
  21. Anal. Chem. v.36 R. S. Nicholson;I. Shain
  22. Ph. D. Dissertation, Florida State Univ. C. M. Park
  23. J. Pesticide Sci. v.3 Y. Takimoto
  24. J. Pesticid Sci. v.3 I. Miyamoto
  25. J. Pesticide Sci. v.5 K. Tsji
  26. Sock. Natl. Res. Conce. Can. v.77 R. Greenhalgh;J. Shoolery;Environ
  27. The pesticide Manual C. R. worhthing(ed.)
  28. The Elucidation of Organic Electrode Processes P. Zuman
  29. Polarographic Techniques L. Meites
  30. Anal. Chem. v.34 L. B. Rogers;D. J. Pietrzyk
  31. Anal. Chem. v.34 J. F. Coetzee;G. P. Cunningham