Summary
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1.
On the basis of the behavior of perfluoroisobutene and perfluorocyclobutene, it was shown that the previously described reaction of perfluoro olefins with triethyl phosphite takes place in two stages; as a result of the first stage a triethoxyfluoro (perfluoroalkenyl) phosphorane is obtained, and under more severe conditions, this decomposes with formation of the final Arbuzov rearrangement products.
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2.
The decomposition of the intermediately formed compound takes two courses and leads, on the one hand, to ethyl fluoride and the diethyl perfluoroalkenylphosphonate and, on the other, to diethyl ether and the ethyl perfluoroalkenylphosphonofluoridate.
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Literature cited
A. E. Arbuzov, Structure of Phosphorous Acid and its Derivatives [in Russian], Disseration, Kazan' (1905).
A. E. Arbuzov, Catalytic Phenomena in the Reactions of Some Phosphorus Compounds [in Russian], Kazan' (1914), (see Selected Works of A. E. Arbuzov).
A. Michaelis and co-workers,18, 2109 (1885);31, 1048 (1898).
A. E. Arbuzov, G. Kh. Kamai and L. V. Nesterov, Tr. Kazanskogo khim. tekhnol. inst.,16, 17 (1952).
A. I. Razumov and N. N. Bankovskaya, Dokl. AN SSSR,116, 241 (1957).
A. I. Razumov and N. G. Zubasova, Zh. obshch. khimii32, 2689 (1962).
A. E. Arbuzov and L. V. Nesterov, Izv. AN SSSR. Otd. khim. n.1954, 427.
K. A. Petrov and G. A. Sokol'skii, Zh. obshch. khimii,26, 3379 (1956).
G. Kosolapoff, Organophosphorus compounds N. Y. p. 122 (1950).
G. Kamai and V. A. Kukhtin, Zh. obshch. khimii,27, 2372 (1957).
I. L. Knunyants, E. Ya. Pervova and V. V. Tyuleneva, Dokl. AN SSSR,129, 576 (1959).
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Translated from Izvestiya Akademii Nauk SSSR, Seria Khimicheskaya, No. 10, pp. 1797–1801, October, 1964
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Knunyants, I.L., Tyuleneya, V.V., Pervova, E.Y. et al. Quasiphosphonium compounds from triethyl phosphite and perfluoro olefins. Russ Chem Bull 13, 1705–1708 (1964). https://doi.org/10.1007/BF00849432
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DOI: https://doi.org/10.1007/BF00849432