Skip to main content
Log in

Interaction of chlorine dioxide with nitroxyl radicals

  • Published:
Russian Chemical Bulletin Aims and scope

Abstract

The formation of charge transfer complexes between chlorine dioxide and nitroxyl radicals (2,2,6,6-tetramethylpiperidin-1-oxyl, 4-hydroxy-2,2,6,6-tetramethylpiperidin-1-oxyl, 4-oxo-2,2,6,6-tetramethylpiperidin-1-oxyl, 4-methoxy-2,2,6,6-tetramethylpiperidin-1-oxyl, 4-acetylamido-2,2,6,6-tetramethylpiperidin-1-oxyl, 2,2,5,5-tetramethyl-4-phenyl-3-imidazolin-1-oxyl, and bis(4-methoxyphenyl) nitroxide) in acetone, acetonitrile, n-heptane, diethyl ether, carbon tetrachloride, toluene, and dichloromethane was found by spectrophotometry at –60—+20 °C. The thermodynamic parameters of complex formation were determined. The radical structure affects its complex formation ability. The charge transfer complex is transformed into the corresponding oxoammonium salt.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. A. L. Buchachenko, Kompleksy radikalov i molekulyarnogo kisloroda s organicheskimi molekulami [Complexes of Radicals and Dioxygen with Organic Molecules], Nauka, Moscow, 1984 (in Russian).

    Google Scholar 

  2. W. Kolodziejski, Polish J. Chem., 1979, 53, 2087.

    Google Scholar 

  3. Y. Murata and N. Mataga, Bull. Chem. Soc. Jpn., 1971, 44, 354.

    Google Scholar 

  4. A. A. Kuznetsov, S. N. Novikov, and A. N. Pravednikov, Izv. Akad. Nauk SSSR, Ser. Khim., 1979, 297 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1979, 28, No. 2 (Engl. Transl.)].

    Google Scholar 

  5. N. N. Maslovich, N. A. Sysoeva, and A. L. Buchachenko, Zh. Fiz. Khim., 1982, 56, 882 [Russ. J. Phys. Chem., 1982, 56, 535 (Engl. Transl.)].

    Google Scholar 

  6. I. M. Ganiev, Q. K. Timerghazin, A. F. Khalizov, N. M. Andriyashina, V. V. Shereshovets, L. B. Volodarsky, and G. A. Tolstikov, Tetrahedron Lett., 1999, 40, 4737.

    Google Scholar 

  7. I. M. Ganiev, V. V. Shereshovets, I. A. Grigor'ev, and G. A. Tolstikov, Izv. Akad. Nauk, Ser. Khim., 2000, 1703 [Russ. Chem. Bull., Int. Ed., 2000, 49, 1687 (Engl. Transl.)].

    Google Scholar 

  8. T. A. Tumanova, Fiziko-khimicheskie osnovy otbelki tsellyulozy [Physicochemical Fundamentals of Cellulose Bleaching], Lesnaya Promyshlennost', Moscow, 1984, 215 pp. (in Russian).

    Google Scholar 

  9. W. J. Masschelein, Chlorine Dioxide: Chemistry and Enviromental Impact of Oxychlorine Compounds, Ann Arbor Science Publishers, Inc., Ann Arbor, 1979.

    Google Scholar 

  10. G. Gordon, R. G. Kieffer, and D. H. Rosenblatt, The Chemistry of Chlorine Dioxide, Wiley Interscience, New York-London-Sydney-Toronto, 1972, 15.

    Google Scholar 

  11. E. G. Rozantsev and V. D. Sholle, Organicheskaya khimiya svobodnykh radikalov [Organic Chemistry of Free Radicals], Khimiya, Moscow, 1979, 344 pp. (in Russian).

    Google Scholar 

  12. L. B. Volodarskii, I. A. Grigor'ev, I. A. Dikanov, V. A. Reznikov, and G. I. Shchukin, Imidazolinovye nitroksil'nye radikaly [Imidazoline Nitroxyl Radicals], Nauka, SO, Novosibirsk, 1988, 216 pp. (in Russian).

    Google Scholar 

  13. A. Weissberger, E. S. Proskauer, J. A. Riddick, and E. E. Toops, Organic Solvents, Interscience, New York, 1955.

    Google Scholar 

  14. J. A. Barltrop and J. D. Coyle, Excited States in Organic Chemistry, J. Wiley and Sons, London-New York-Sydney-Toronto, 1975.

    Google Scholar 

  15. C. Reichardt, Solvents and Solvents Effects in Organic Chemistry, VCH Verlagsgesellschaft mbH, Weinheim, 1988.

    Google Scholar 

  16. S. Siegel and J. M. Komarmy, J. Am. Chem. Soc., 1960, 82, 2547.

    Google Scholar 

  17. V. A. Golubev, R. I. Zhdanov, and E. G. Rozantsev, Izv. Akad. Nauk, Ser. Khim., 1970, 184 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1970, 19, 186 (Engl. Transl.)].

    Google Scholar 

  18. R. I. Zhdanov, V. A. Golubev, and E. G. Rozantsev, Izv. Akad. Nauk, Ser. Khim., 1970, 186 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1970, 19, 188 (Engl. Transl.)].

  19. A. E. J. de Nooy, A. C. Besemer, and H. van Bekkum, Synthesis, 1996, 1153.

  20. T. Miyazawa, T. Endo, S. Shiihashi, and M. Okawara, J. Org. Chem., 1985, 50, 1332.

    Google Scholar 

  21. H. A. Benesi and J. H. Hildebrand, J. Am. Chem. Soc., 1949, 71, 2703.

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Ganiev, I.M., Timergazin, K.K., Shereshovets, V.V. et al. Interaction of chlorine dioxide with nitroxyl radicals. Russian Chemical Bulletin 50, 614–619 (2001). https://doi.org/10.1023/A:1011344324652

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1023/A:1011344324652

Navigation