Summary
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1.
2,4,6-Trisubstituted phenols react with alkyl nitrites by a radical mechanism.
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2.
The direction of the reaction depends on the stability of the phenoxyl radicals which are formed as intermediates.
Literature cited
Ch. Walling, Free Radicals in Solution [Russian translation], IL, 1960, p. 416.
V. V. Ershov and G. A. Zlobina, Izv. AN SSSR, Ser, Khim., 1963, 1667.
G. A. Zlobina and V. V. Ershov, Izv. AN SSSR, Ser. Khim., 1964, 371.
V. V. Ershov and G. A. Zlobina, Izv. AN SSSR, Ser. Khim., 1964, 2086.
G. A. Zlobina and V. V. Ershov, Izv. AN SSSR, Ser. Khim., 1964, 1666.
J. Thiele and H. Sichwerde, Liebigs. Ann. Chem.,311, 363 (1900).
V. V. Ershov, A. A. Volod'kin, and G. N. Bogdanov, Uspekhi Khimii,32, 154 (1963).
G. N. Bogdanov and V. V. Ershov, Izv. AN SSSR, Otd. Khim. N., 1962, 2145.
G. A. Nikiforov, K. M. Dyumaev, A. A. Volod'kin, and V. V. Ershov, Izv. AN SSSR, Otd. Khim. N., 1962, 1836.
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The authors thank N. M. émanuel' for constant interest in carrying out this work and A. L. Vuchachenko for taking the EPR spectra.
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 12 p. 2235–2237, December, 1964
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Ershov, V.V., Zlobina, G.A. Radical reactions of alkyl nitrites with 2,4,6-trisubstituted phenols. Russ Chem Bull 13, 2138–2140 (1964). https://doi.org/10.1007/BF00844240
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DOI: https://doi.org/10.1007/BF00844240