Dependence of the decomposition rate of furoxanes on the polarity of the solvent
- Autores: Nazin G.M.1, Kazakov A.I.1, Nabatova A.V.1, Fershtat L.L.2, Larin A.A.2
-
Afiliações:
- Federal Research Center of Problems of Chemical Physics and Medicinal Chemistry, Russian Academy of Sciences
- Zelinsky Institute of Organic Chemistry, the Russian Academy of Sciences
- Edição: Volume 43, Nº 4 (2024)
- Páginas: 37-42
- Seção: Kinetics and mechanism of chemical reactions, catalysis
- URL: https://gynecology.orscience.ru/0207-401X/article/view/674959
- DOI: https://doi.org/10.31857/S0207401X24040053
- EDN: https://elibrary.ru/VFFUPO
- ID: 674959
Citar
Resumo
The decomposition rates of diphenylfuroxane and a number of 4-nitro-3-alkyl-furoxanes in dilute solutions were measured by manometric and calorimetric methods. In no case, an increase in the reaction rate was detected with an increase in the polarity of the solvent, which corresponds to the absence of an increase in the dipole moment of the molecule during the formation of a transition state. Based on this result, a conclusion is made about the biradical mechanism of decomposition of uncondensed disubstituted furoxanes in solutions.
Palavras-chave
Texto integral

Sobre autores
G. Nazin
Federal Research Center of Problems of Chemical Physics and Medicinal Chemistry, Russian Academy of Sciences
Email: akazakov@icp.ac.ru
Rússia, Chernogolovka
A. Kazakov
Federal Research Center of Problems of Chemical Physics and Medicinal Chemistry, Russian Academy of Sciences
Autor responsável pela correspondência
Email: akazakov@icp.ac.ru
Rússia, Chernogolovka
A. Nabatova
Federal Research Center of Problems of Chemical Physics and Medicinal Chemistry, Russian Academy of Sciences
Email: akazakov@icp.ac.ru
Rússia, Chernogolovka
L. Fershtat
Zelinsky Institute of Organic Chemistry, the Russian Academy of Sciences
Email: akazakov@icp.ac.ru
Rússia, Moscow
A. Larin
Zelinsky Institute of Organic Chemistry, the Russian Academy of Sciences
Email: akazakov@icp.ac.ru
Rússia, Moscow
Bibliografia
- L. I. Khmelnitsky, S. S.Novikov, T. I. Godovikova, Chemistry of furoxans. Structure and synthesis (Nauka, Moscow, 1996) [in Russian].
- R. A. Firestone, J. Chem. Soc. A 9, 1570 (1970). https://doi.org/10.1039/J19700001570
- S. A. Siadati, Tetrahedron Lett. 56, 4857 (2015). https://doi.org/10.1016/j.tetlet.2015.06.048
- L. L. Fershtat, D. V. Khakimov, N. N. Makhova, Izv. AN, Ser. Him. 64, 415 (2015). https://doi.org/10.1007/s11172-015-0878-6 [in Russian].
- A. A. Larin, L. L. Fershtat, I. V. Ananyev, N. N. Makhova, Tetrahedron Lett. 58, 3993 (2017). https://doi.org/10.1016/j.tetlet.2017.09.013
- N. N. Makhova, L. L. Fershtat, Tetrahedron Lett. 59, 2317 (2018). https://doi.org/10.1016/j.tetlet.2018.04.070
- A. A. Larin, L. L. Fershtat, N. N. Makhova, Chem. Heterocycl. Compd. 56, 607 (2020). https://doi.org/10.1007/s10593-020-02706-4
- V. G. Prokudin, G. M. Nazin, G. B Manelis, Dokl. AN SSSR. 255, 917 (1980) [in Russian].
- G. Barbaro, A. Battaglis, A. Dondoni, J. Chem. Soc. (B). 588 (1970). https://doi.org/10.1039/J29700000588
- S. G. Entelis, R. P. Tiger, Kinetics of reactions in the liquid phase (Khimiya, Moscow, 1973) [in Russian].
- L. L. Fershtat, M. I. Struchkova, A. S. Goloveshkin, I. S. Bushmarinov, N. N. Makhova, Heteroat. Chem. 25, 226 (2014). https://doi.org/10.1002/hc.21166
- G. M. Nazin, V. V. Dubikhin, I. L. Dalinger, A. I. Kazakov, and A. V. Nabatova, Russ. J. Phys. Chem. B 15, 74 (2021). https://doi.org/10.1134/S1990793121010115
- G. M. Nazin, V. V. Dubikhin, T. K. Goncharov, A. I. Kazakov, A.V. Nabatova, and A.V. Shastin, Russ. J. Phys. Chem. B 15, 483 (2021). https://doi.org/10.1134/S1990793121030283
- L.N. Galperin, Yu.R. Kolesov, L.B. Mashkinov, Yu.E. Turner, Proc. Sixth All-Union Conf. on Calorimetry (Metsniereba, Tbilisi, 1973), p. 539 [in Russian].
Arquivos suplementares
