Kinetics and Catalysis

, Volume 45, Issue 6, pp 809–812 | Cite as

The role of free radicals in the reaction of dimethyldioxirane with adamantane

  • S. A. Grabovskiy
  • A. V. Antipin
  • N. N. Kabal’nova


The products and the kinetics of the reaction of dimethyldioxirane with adamantane in CCl4 were studied. It was found that the reaction simultaneously occurred via molecular and radical paths. The contribution of the radical process was 65% at 30.6°C. The activation parameters of the reaction of dimethyldioxirane with adamantane in the presence of an inhibitor were determined: logk = (7.33 ± 0.14)-(58.5 ± 0.8)/Θ, Θ = 2.3RT(kJ/mol) (10.3-69.3 °C).


Physical Chemistry Catalysis Free Radical CCl4 Activation Parameter 
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  1. 1.
    Curci, R., D’Accolti, L., Fusco, C. 2001Tetrahedron Lett.427087Google Scholar
  2. 2.
    D’Accolti, L., Fusco, C., Lucchini, V., Carpenter, G.B., Curci, R. 2001J. Org. Chem.669063Google Scholar
  3. 3.
    Adam, W., Curci, R., D’Accolti, L., Dinoi, A., Fusco, C., Gasparrini, F., Kluge, R., Paredes, R., Schulz, M., Smerz, A.K., Veloza, L.A., Weinkotz, S., Winde, R. 1997Chem. Eur. J.3105Google Scholar
  4. 4.
    Bravo, A., Fontana, F., Fronza, G., Minisci, F., Zhao, L.H. 1998J. Org. Chem.63254Google Scholar
  5. 5.
    Fokin, A.A., Tkachenko, B.A., Korshunov, O.I., Gunchenko, P.A., Schreiner, P.R. 2001J. Am. Chem. Soc.12311248Google Scholar
  6. 6.
    Asensio, G., Mello, R., Gonzalez-Nunez, M.E., Boix, C., Royo, J. 1997Tetrahedron Lett.382373Google Scholar
  7. 7.
    Shustov, G.V., Rauk, A. 1998J. Org. Chem.635413Google Scholar
  8. 8.
    Khursan, S.L., Grabovskii, S.A., Kabal’nova, N.N., Galkin, E.G., Shereshovets, V.V. 2000Izv. Akad, Nauk, Ser. Khim.81338Google Scholar
  9. 9.
    Grabovskii, S.A., Kabal’nova, N.N., Shereshovets, V.V., Chatgilialolgu, C. 2002Organometallic213506Google Scholar
  10. 10.
    Simakov, P.A., Choi, S.Y., Newcomb, M. 1998Tetrahedron Lett.398187Google Scholar
  11. 11.
    Murray, R.W., Gu, H. 1995J. Org. Chem.605673Google Scholar
  12. 12.
    Curci, R., Dinoi, A., Fusco, C., Lillo, M.A. 1996Tetrahedron Lett.37249Google Scholar
  13. 13.
    Murray, R.W., Jeyaraman, R. 1985J. Org. Chem.502847Google Scholar
  14. 14.
    Gibert, M., Ferrer, M., Sanchez-Baeza, F., Messeguer, A. 1997Tetrahedron538643Google Scholar
  15. 15.
    Kogan, V.B., Fridman, V.M., Kafarov, V.V. 1961Spravochnik po rastvorimostiAkad. Nauk SSSRMoscow26(Handbook of Solubility)Google Scholar
  16. 16.
    Nikolaev, A.I., Safiullin, R.L., Enikeeva, L.R., Komissarov, V.D. 1992Khim. Fiz1169Google Scholar
  17. 17.
    Howard, J.A., Bannett, J.E. 1972Can. J. Chem502374Google Scholar
  18. 18.
    Niki, E., Kamia, J., Ohta, N. 1969Bull. Chem. Soc. Jpn.42512Google Scholar
  19. 19.
    Bennett, J.E. 1990J. Chem. Soc., Faraday Trans.863247Google Scholar
  20. 20.
    Opeida, I.A. 1981Doctoral (Chem.) DissertationInst. of Chemical PhysicsChernogolovkaGoogle Scholar

Copyright information

© MAIK “Nauka/Interperiodica” 2004

Authors and Affiliations

  • S. A. Grabovskiy
    • 1
  • A. V. Antipin
    • 1
  • N. N. Kabal’nova
    • 1
  1. 1.Institute of Organic Chemistry, Ufa Scientific CenterRussian Academy of SciencesBashkortostanRussia

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