Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Study the Electrochemical Reduction of Some Triazines in N,N-Dimethylformamide at Glassy Carbon Electrode

  • Fotouhi, L. (Department of Chemistry, Faculty of Science, Al-Zahra University) ;
  • Farzinnegad, N. (Department of Chemistry, Faculty of Science, Al-Zahra University) ;
  • Heravi, M.M. (Department of Chemistry, Faculty of Science, Al-Zahra University) ;
  • Khaleghi, Sh. (Department of Chemistry, Faculty of Science, Al-Zahra University)
  • Published : 2003.12.20
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Abstract

An electrochemical study related to the electroreduction of 4-amino-6-methyl-3-thio-1,2,4-triazin-5-one(I), 6-methyl-3-thio-1,2,4-triazin-5-one(II), and 2,4-dimetoxy-6-methyl-1,3,5-triazine(III) in dimethylformamide at glassy carbon electrode has been performed. A variety of electrochemical techniques, such as differential pulse voltammetry (DPV), cyclic voltammetry (CV), chronoamperometry, and coulometry were employed to clarify the mechanism of the electrode process. The compounds I and II with thiol group exhibited similar redox behavior. Both displayed two cathodic peaks, whereas the third compound, III, without thiol group showed only one cathodic peak in the same potential range of the second peak of I and II. The results of this study suggest that in the first step the one electron reduction of thiol produced a disulfide derivative and in the second reduction step the azomethane in the triazine ring was reduced in two electron processes. A reduction mechanism for all three compounds is proposed on this basis. In addition, some numerical constants, such as diffusion constant, transfer coefficient, and rate constant of coupled chemical reaction in the first reduction peak were also reported.

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References

  1. Michel, H.; Deisenhofer, J. Biochemistry 1988, 27, 1. https://doi.org/10.1021/bi00401a001
  2. Doerge, D. R.; Cooray, N. M. Synth.Commun. 1991, 21, 1789. https://doi.org/10.1080/00397919108021578
  3. Lippolis, M. T.; Concialini, V. Talanta 1988, 35, 235. https://doi.org/10.1016/0039-9140(88)80072-9
  4. Ignjatovic, L. M.; Markovic, D. A.; Veselinovic, D. S.; Besic, B. R. Electroanalysis 1993, 5, 529. https://doi.org/10.1002/elan.1140050525
  5. Fotouhi, L.; Ehteshami, Sh.; Heravi, M. M. Inter. J. of Chem. 2000, 10, 183.
  6. Fotouhi, L.; Maleki, N.; Safavi, A. J. of Electroanal. Chem. 1995, 399, 229. https://doi.org/10.1016/0022-0728(95)04116-8
  7. Safavi, A.; Fotouhi, L. J. of Electroanal. Chem. 1997, 434, 93. https://doi.org/10.1016/S0022-0728(97)00113-7
  8. Fotouhi, L.; Hajilary, F.; Heravi, M. M. Electroanal. 2002, 14, 1728. https://doi.org/10.1002/elan.200290017
  9. Heravi, M. M.; Khosrofar, P. J. Sci. I. R. Iran 1996, 7, 86.
  10. Ludvic, J.; Riedl, F.; Liska, F.; Zuman, P. J. of Electroanal. Chem. 1998, 457, 177. https://doi.org/10.1016/S0022-0728(98)00305-2
  11. Cordova, R.; Oliva, A.; Angulo, J.; Gomez, H.; Schreble, R.; Molinari, A. J. Electroanal. Chem. 2000, 942, 46.
  12. Marin, D.; Teijeiro, C.; Pina, J. J. J. of Electroanal. Chem. 1996, 407, 189. https://doi.org/10.1016/0022-0728(95)04471-X
  13. Zhang, T.; Wang, J.; Tai, Z.; Zhu, S. J. of Electroanal. Chem. 1995, 393, 55. https://doi.org/10.1016/0022-0728(95)03947-F
  14. Laviron, E. J. Electroanal. Chem. 1980, 112, 11. https://doi.org/10.1016/S0022-0728(80)80003-9
  15. Bard, A. J.; Faulkner, R. In Electrochemical Methods.; John Wiley: New York, 1980.
  16. Andrieux, C. P.; Saveant, J. M. J. Electroanal. Chem. 1978, 93, 163. https://doi.org/10.1016/S0022-0728(78)80230-7
  17. Schwars, W. M.; Shain, I. J. Phys. Chem. 1965, 69, 30. https://doi.org/10.1021/j100885a008
  18. Koch, H. P. J. Chem. Soc. 1949, 407.
  19. Stricks, W.; Frischmann, J.; Mueller, R. G. J. Electrochem. Soc. 1962, 109, 518. https://doi.org/10.1149/1.2425460

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