Conclusions
-
1.
The electrolysis of carboxylic acids at a Ni anode in the presence of F− anion results in their decarboxylation and the subsequent exhaustive fluorination of the adsorbed alkyl radical.
-
2.
The electrochemical oxidation of the adsorbed alkyl radicals with a branched carbon chain is accompanied by less destruction when compared with straight-chain radicals.
-
3.
The adsorbed alkyl radicals are partially isomerized during fluorination; straightchain perfluorocarbons are formed from branch radicals to a greater degree than the reverse transformation of straight-chain alkyl radicals to isoperfluorocarbons.
Literature cited
J. H. Simons, J. Electrochem. Soc.,95, 47 (1949).
H. Schmidt and M. D. Schmidt, J. Prakt. Chem.,2, 105 (1955).
G. A. Korchinskii and G. V. Andreev, Ukr. Khim. Zh.,37, 1234 (1971).
J. P. Coleman, R. Lines, J. H. P. Utley, and B. Weedon, J. Chem. Soc. Perkin Trans. 2,1974, 1064.
V. S. Plashkin, G. G. Tataurov, and S. V. Sokolov, Zh. Obshch. Khim.,36, 1708 (1966).
M. Sander and W. Blochl, Chem. Ing. Technol.,37, 7 (1965).
I. N. Rozhkov, A. V. Bukhtiarov, N. D. Kuleshova, and I. L. Knunyants, Dokl. Akad. Nauk SSSR,193, 1322 (1970).
D. D. Elleman, L. C. Brown, and D. Williams, J. Mol. Spectrosc.,7, 307 (1961).
R. C. Horkins, J. Mol. Spectrosc.,20, 321 (1966).
R. B. Johansen, T. C. Farrar, F. E. Brinkman, and T. D. Coyle, J. Chem. Phys.,44, 962 (1966).
R. A. Beadet and J. D. Baldeschwieler, J. Mol. Spectrosc.,9, 30 (1962).
V. W. Gash and D. J. Bauer, J. Org. Chem.,31, 3602 (1966).
A. V. Bukhtiarov, I. N. Rozhkov, and I. L. Knunyants, Izv. Akad. Nauk SSSR, Ser. Khim.,1970, 781.
Author information
Authors and Affiliations
Additional information
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 3, pp. 673–675, March, 1979.
Rights and permissions
About this article
Cite this article
Shreider, V.A., Rozhkov, I.N. Electrochemical fluorination of carboxylic acids in presence of fluoride anion. Russ Chem Bull 28, 627–629 (1979). https://doi.org/10.1007/BF00924857
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00924857