Abstract
Ozonization of perfluoro-1-octene in Freon-113 yields the corresponding ozonide whose catalytic hydrogenation over Pd/C or hydride reduction leads to formation of perfluoroheptanoic acid; the reduction with lithium aluminum hydride gives 2,2,3,3,4,4,5,5,6,6,7,7,7-tridecafluoro-1-heptanol. Ozonization of perfluoro-1-octene in Freon-113 containing excess (≥3 equiv) alcohol affords the corresponding perfluoroheptanoic acid ester.
Similar content being viewed by others
REFERENCES
Kukovinets, O.S., Zainullin, R.A., Odinokov, V.N., Kislitsyn, M.I., Roshchin, V.I., Galin, F.Z., and Tolstikov, G.A., Russ. J. Org. Chem., 2001, vol. 37, no. 2, pp. 235237.
Moiseeva, N.I., Gekhman, A.E., Rumyantsev, E.S., and Moiseev, I.I., J. Fluorine Chem., 1989, vol. 45, no. 1, pp. 136-140.
Odinokov, V.N., Akhmetova, V.R., Savchenko, R.G., Bazunova, M.V., Fatykhov, A.A., and Zapevalov, A.Ya., Izv. Ross. Akad. Nauk, Ser. Khim., 1997, no. 6, pp. 1239-1241.
Junker, H.N., Schafer, W., and Niedenbruk, H., Chem. Ber., 1967, vol. 100, pp. 2508-2514.
Ellam, R.M. and Pedbury, J.M., J. Chem. Soc., Chem. Commun., 1971, p. 1094.
Bailey, P.S., Ozonation in Organic Chemistry, New York: Academic, 1978, vol. 1.
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Odinokov, V.N., Akhmetova, V.R., Bazunova, M.V. et al. Ozonolysis of Alkenes and Studies of Reactions of Polyfunctional Compounds: LXV. Ozonolysis of Perfluoro-1-octene in Freon-113. Russian Journal of Organic Chemistry 37, 321–325 (2001). https://doi.org/10.1023/A:1012311903712
Issue Date:
DOI: https://doi.org/10.1023/A:1012311903712