Abstract
Thermooxidative decomposition of pyridine N-oxide, 4-(4-dimethylaminostyryl)pyridine N-oxide, 4-(4-methoxystyryl)pyridine N-oxide, quinoline N-oxide, 2-methylquinoline N-oxide, 4-chloroquinoline N-oxide, 2-styrylquinoline N-oxide, and 2-(4-dimethylaminostyryl)quinoline N-oxide was studied. The kinetic parameters of the thermooxidative processes were calculated according to three independent procedures. The relation between the nature of heterocyclic N-oxide and its stability to thermal oxidation was analyzed.
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References
Albini, A. and Pietra, S., Heterocyclic N-Oxides, Boca Raton: CRC, 1991, p. 312.
Ponomarenko, S.P., Regulyatori rostu roslin u zemlerobstvi. Zbirnik naukovikh prats (Plant Growth Regulators in Agriculture. A Collection of Scientific Papers), Shevchenko, A.O., Ed., Kiev: Agroresursi, 1998.
Fukuhara, K., Hakura, A., Sera, N., Tokiwa, H., and Miyata, N., Chem. Res. Toxicol., 1992, vol. 5, no. 2, p. 149.
Katritzky, A.R. and Lagowski, J.M., Chemistry of the Heterocyclic N-Oxides, London: Academic, 1971.
Kosige, T., Adachi, K., Yokota, M., and Nakao, T., J. Pharm. Soc. Jpn., 1965, vol. 85, no. 1, p. 66.
Biffin, M.E.C., Boeksteiner, G., Miller, J., and Paul, D.B., Aust. J. Chem., 1974, vol. 27, no. 4, p. 789.
Strub, H., Strehler, C., and Streith, J., Chem. Ber., 1987, vol. 120, no. 3, p. 355.
Schweizer, E., O’Neill, G., and Wemple, J., J. Org. Chem., 1964, vol. 29, no. 5, p. 1744.
D’yakonov, I.A., Mandel’shtam, T.V., and Radul, O.M., Zh. Org. Khim., 1968, vol. 4, no. 4, p. 723.
Ryzhakov, A.V. and Rodina, L.L., Sintez, stroenie i khimicheskie prevrashcheniya organicheskikh soedinenii azota: nitrosoedinenii, aminov i aminokislot (Synthesis, Structure, and Chemical Transformations of Organic Nitrogen Compounds: Nitro Compounds, Amines, and Amino Acids), Leningrad: 1991, p. 11.
Marinho, E.P., Borges, F.M.M., Araujo Melo, D.M., Scatena, H., Jr., Zinner, L.B., and Zinner, K., Thermochim. Acta, 2000, vol. 344, p. 81.
Dunstan, P.O., Thermochim. Acta, 2004, vol. 409, p. 19.
Vrbova, M., Baran, P., Boca, R., Fuess, H., Svoboda, I., Linert, W., Schubert, U., and Wiede, P., Thermochim. Acta, 2000, vol. 19, p. 2195.
Ochiai, E.R., J. Org. Chem., 1953, vol. 18, p. 534.
Svoistva organicheskikh soedinenii. Spravochnik (Properties of Organic Compounds. A Reference Book), Potekhin, A.A., Ed., Leningrad: Khimiya, 1984.
Pentimalli, L., Gazz. Chim. Ital., 1963, vol. 93, p. 1093.
Brink, C.v.d.M. and de Jager, P.J., Tydskr. Natuurwet., 1963, vol. 3, no. 2, p. 74; Ref. Zh., Khim., 1964, no. 10Zh226.
Andreev, V.P., Ryzhakov, A.V., and Tekanova, S.V., Khim. Geterotsikl. Soedin., 1995, no. 4, p. 518.
Titskii, G.D. and Turovskaya, M.K., Zh. Org. Khim., 1992, vol. 28, no. 9, p. 1911.
Prezhdo, V.V., Vashenko, E.V., Prezhdo, O.V., and Pushko, A., J. Mol. Struct., 1999, vol. 510, p. 69.
Allen, F.H., Acta Crystallogr., Sect. B., 2002, vol. 58, p. 380.
Cherkasova, T.G. and Mezentsev, K.V., Russ. Coord. Chem., 2002, vol. 28, p. 510.
Dega-Szafran, Z., Kosturkiewicz, Z., Tykarska, E., Szafran, M., Lemanski, D., and Nogaj, B., J. Mol. Struct., 1997, vol. 404, p. 25.
Nakai, H., Saito, T., and Yamakawa, M., Acta Crystallogr., Sect. C, 1988, vol. 44, p. 533.
Ye, M.-D., Hu, M.-L., Yuan, J.-X., and Wang, S., Z. Crystallogr., New Cryst. Struct., 2002, vol. 217, p. 497.
Ivashevskaja, S.N., Aleshina, L.A., Andreev, V.P., Nizhnik, Y.P., and Chernyshev, V.V., Acta Crystallogr., Sect. E, 2002, vol. 58, p. 920.
Zatsepin, A.F. and Fotiev, A.A., Zh. Neorg. Khim., 1973, vol. 18, no. 11, p. 2883.
Sestak, J. and Berggren, G., Thermochim. Acta, 1972, vol. 3, p. 498.
Coats, A.W. and Redfern, J.P., Nature, 1964, vol. 201, p. 68.
Segal, E., Festkorperchemie, Boldyrev, V.V. and Meyer, K., Eds., Leipzig: Grundstoffindustrie, 1973, p. 404.
Gordon, A.J. and Ford, R.A., The Chemist’s Companion, New York: Wiley, 1972.
Andreev, V.P., Nizhnik, Ya.P., Bezruchko, D.G., and Morozov, A.K., Russ. J. Gen. Chem., 2005, vol. 75, no. 8, p. 1309.
Ryzhakov, A.V. and Elaev, N.R., Khim. Geterotsikl. Soedin., 1987, no. 8, p. 1075.
Lebedeva, N.Sh., Yakubov, S.P., Kinchin, A.N., and V’yugin, A.I., Zh. Fiz. Khim., 2005, vol. 79, no. 5, p. 955.
Suvorov, A.V., Termodinamicheskaya khimiya paroobraznogo sostoyaniya (Thermodynamics and Chemistry of the Gaseous State), Leningrad: Khimiya, 1970, p. 208.
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Original Russian Text © Yu.A. Gubarev, N.Sh. Lebedeva, V.P. Andreev, Ya.P. Nizhnik, A.I. V’yugin, 2007, published in Zhurnal Obshchei Khimii, 2007, Vol. 77, No. 6, pp. 1006–1013.
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Gubarev, Y.A., Lebedeva, N.S., Andreev, V.P. et al. Thermooxidative decomposition of heterocyclic N-oxides. Russ J Gen Chem 77, 1093–1099 (2007). https://doi.org/10.1134/S1070363207060254
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DOI: https://doi.org/10.1134/S1070363207060254