Abstract
The reaction of phosphorus trichloride with a number of monobasic carboxylic acids has been studied and the optimum ratio of reactants for the yield of acid chlorides has been established. Based on analysis and the data from31P NMR spectroscopy of the phosphorus-containing products from this reaction it is shown that at 402-50°C a mixture of P-H acids having a predominant content of pyrophosphorous acid is formed.
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H. Baeyer and K. A. Hofmann, Ber. Dtsch. Chem. Ges.,30, No. 2, 1973 (1897).
R. P. Lastovskii, I. D. Kolpakova, E. M. Urinovich et al., Methods of Preparing Chemical Reagents and Compounds [in Russian], Vol. 22, Moscow (1970), p. 150.
J. B. Prentice, O. T. Quimbiy, R. J. Grabensetter, and D. A. Nicholson, J. Am. Chem. Soc.,94, No. 17, 6119 (1972).
N. A. Kardanov, A. M. Timofeev, N. N. Godovikov, et al., Zh. Obshch. Khim,58, No. 9, 2038 (1988).
N. A. Kardanov, N. N. Godovikov, P. V. Petrovskii, et al., Dokl. Akad. Nauk SSSR,268, No. 2, 364 (1983).
I. D. Kolpakova, L. V. Krinitskaya, and T. M. Balashova, The Chemistry and Application of Organophosphorus Compounds [in Russian], Nauka, Moscow (1974), p. 164.
B. Blaser, K. H. Worms, H. G. Germschied, and K. H. Wollmann, Z. Anorg. Allg. Chem.,381, No. 3, 247 (1971).
B. J. Brooks, J. Am. Chem. Soc.,34, No. 1, 492 (1912).
B. E. Ivanov, L. A. Valitova, Sh. N. Ibragimov, and N. A. Shibinskaya, The Chemistry and Technology of Heteroorganic Compounds and Polymers [in Russian], Kazan (1985), p. 12.
A. Pichl, J. Neels, and M. Meisel, Z. Chem.,22, No. 2, 53 (1982).
É. E. Nifant'ev and I. V. Fursenko, Usp. Khim.,39, No. 2, 2187 (1970).
P. V. Zimakov, O. N. Diment, M. A. Boguslavskii, et al., Ethylene Oxide [in Russian], Khimiya, Moscow (1978), p. 103.
R. E. Mesmer and R. L. Carrol, J. Am. Chem Soc.,88, No. 7, 1381 (1966).
V. A. Rabinovich and Z. Ya. Khavin, Concise Chemical Handbook [in Russian], Khimiya, Moscow (1978), p. 138.
Concise Chemist's Handbook [in Russian], Gos. Nauchno-Tekh. Izdat. Khim. Lit., Moscow (1955), pp. 124, 154, 172, 226.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 2, pp. 428–432, February, 1990.
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Valitova, L.A., Popova, E.V., Ibragimov, S.N. et al. Reaction of phosphorus trichloride with carboxylic acids. Russ Chem Bull 39, 366–370 (1990). https://doi.org/10.1007/BF00960670
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DOI: https://doi.org/10.1007/BF00960670