Skip to main content
Log in

Reactivity of thio (amino) derivatives of the ω-(4-hydroxyaryl)alkyl type in radical reactions

  • Published:
Kinetics and Catalysis Aims and scope Submit manuscript

Abstract

The enthalpies, activation energies, and rate constants of the reactions of thio (amino) alkylphenols of different structures were calculated and compared with those of the reactions of alkyl-substituted phenols, alkoxyl and alkyl radicals, hydroperoxides, and nitrogen dioxide, as well as the reactions of phenoxyl radicals with molecules of the substrate being oxidized. The calculation was performed by the intersecting parabolas method using O-H bond energy data for phenols. The correlation between the molecular structure of the thio (amino) alkylphenols and their reactivity in radical reactions is considered.

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. Terakh, E.I., Pinko, P.I., Zaitseva, O.V., and Prosenko, A.E., Russ. J. Appl. Chem., 2003, vol. 76, no. 9, p. 1494.

    Article  CAS  Google Scholar 

  2. Terakh, E.I, Kandalintseva, N.V., Nikulina, V.V., Pinko, P.I., and Prosenko, A.E., Pet. Chem., 2004, vol. 43, no. 3, p. 211.

    Google Scholar 

  3. Terakh, E.I., Cand. Sci. (Chem.) Dissertation, Novosibirsk: Novosibirsk State Pedagogical Univ., 2004.

    Google Scholar 

  4. Dyubchenko, O.I., Nikulina, V.V., Terakh, E.I., Prosenko, A.E., and Grigor’ev, I.A., Russ. J. Appl. Chem., 2005, vol. 78, no. 5, p. 791.

    Article  Google Scholar 

  5. Prosenko, A.E., Markov, A.F., Khomchenko, A.S., Boiko, M.A., Terakh, E.I., and Kandalintseva, N.V., Pet. Chem., 2006, vol. 46, no. 6, p. 442.

    Article  Google Scholar 

  6. Prosenko, A.E., Dyubchenko, O.I., Terakh, E.I., Markov, A.F., Gorokh, E.A., and Boiko, M.A., Pet. Chem., 2006, vol. 46, no. 4, p. 283.

    Article  Google Scholar 

  7. Dyubchenko, O.I., Nikulina, V.V., Terakh, E.I., Prosenko, A.E., and Grigor’ev, I.A., Russ. Chem. Bull., 2007, vol. 56, no. 6, p. 1149.

    Article  CAS  Google Scholar 

  8. Khomchenko, A.S., Kravtsov, S.O., Boiko, M.A., and Prosenko, A.E., Khim. Interes. Ust. Razv., 2008, no. 16, p. 133.

  9. Boiko, M.A., Terakh, E.I., and Prosenko, A.E., Kinet. Catal., 2006, vol. 47, no. 5, p. 677.

    Article  CAS  Google Scholar 

  10. Boiko, M.A., Terakh, E.I., and Prosenko, A.E., Russ. J. Phys. Chem., 2006, vol. 80, no. 8, p. 1225.

    Article  CAS  Google Scholar 

  11. Boiko, M.A., Extended Abstract of Cand. Sci. (Chem.) Dissertation, Novosibirsk: Novosibirsk State Pedagogical Univ., 2006.

    Google Scholar 

  12. Terakh, E.I., Al’manakh Sovrem. Nauki Obraz., 2010, vol. 40, no. 9, p. 85.

    Google Scholar 

  13. Denisov, E.T. and Denisova, T.G., Usp. Khim., 2009, vol. 78, no. 11, p. 1129.

    Article  Google Scholar 

  14. Denisov, E.T., Usp. Khim., 1997, vol. 66, no. 10, p. 953.

    Article  CAS  Google Scholar 

  15. Denisov, E.T. and Tumanov, E.T., Usp. Khim., 2005, vol. 74, no. 9, p. 905.

    Article  Google Scholar 

  16. Denisova, T.G., Doctoral (Chem.) Dissertation, Chernogolovka, Moscow oblast: Inst. of Problems of Chemical Physics, 2006.

    Google Scholar 

  17. Denisova, T.G. and Denisov, E.T., Kinet. Catal., 2009, vol. 50, no. 3, p. 335.

    Article  CAS  Google Scholar 

  18. Denisov, E.T. and Denisova, T.G., Handbook of antioxidants: Bond Dissociation Energies, Rate Constants, Activation Energies and Enthalpies of Reactions, Boca Raton, Fla.: CRC, 2000.

    Google Scholar 

  19. Terakh, E.I., in Aktual’nye voprosy sovremennoi nauki (Topics in Contemporary Science), vol. 18, Novosibirsk: Novosibirsk. Gos. Tekh. Univ., 2011, p. 16.

    Google Scholar 

  20. Roginskii, V.A., Fenol’nye antioksidanty: Reaktsionnaya sposobnost’ i effektivnost’ (Phenolic Antioxidants: Reactivity and Efficiency), Moscow: Nauka, 1988.

    Google Scholar 

  21. Lissi, E.A., Collados, J., and Olea, A., Int. J. Chem. Kinet., 1985, vol. 17, no. 3, p. 265.

    Article  CAS  Google Scholar 

  22. Chateauneuf, J., Lusztyk, J., and Ingold, K.U., J. Am. Chem. Soc., 1988, vol. 110, no. 9, p. 2877.

    Article  CAS  Google Scholar 

  23. Bors, W., J. Phys. Chem., 1987, vol. 91, no. 9, p. 2362.

    Article  Google Scholar 

  24. Heer, M.I., Mulder, P., Korth, H.-G., Ingold, K.U., and Lusztyk, J., J. Am. Chem. Soc., 2000, vol. 122, no. 10, p. 2355.

    Article  Google Scholar 

  25. Das, P.K., Encinas, M.V., Steenken, S., and Scaiano, J.C., J. Am. Chem. Soc., 1981, vol. 103, no. 14, p. 4162.

    Article  CAS  Google Scholar 

  26. Martem’yanov, V.S., Denisov, E.T., and Samoilova, L.A., Izv. Akad. Nauk SSSR, Ser. Khim., 1972, no. 5, p. 1039.

  27. Emanuel’, N.M., Denisov, E.T., and Maizus, Z.K., Tsepnye reaktsii okisleniya uglevodorodov v zhidkoi faze (Chain Liquid-Phase Oxidation of Hydrocarbons), Moscow: Nauka, 1975.

    Google Scholar 

  28. Zenkov, N.K., Lankin, V.Z., and Men’shchikova, E.B., Okislitel’nyi stress: Biokhimicheskii i patofiziologicheskii aspekty (Oxidative Stress: Biochemical and Pathophysiological Aspects), Moscow: Nauka, 2001.

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to E. I. Terakh.

Additional information

Original Russian Text © E.I. Terakh, A.E. Prosenko, 2012, published in Kinetika i Kataliz, 2012, Vol. 53, No. 5, pp. 563–569.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Terakh, E.I., Prosenko, A.E. Reactivity of thio (amino) derivatives of the ω-(4-hydroxyaryl)alkyl type in radical reactions. Kinet Catal 53, 537–542 (2012). https://doi.org/10.1134/S002315841205014X

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S002315841205014X

Keywords

Navigation