THE ISOLATION AND IDENTIFICATION OF A PYROLYTIC PRODUCT OF POLYTRIFLUOROCHLOROETHYLENE, 4,4-DICHLOROPERFLUOROBUTENE-1
HUANG Wei-Yuan; HU Chang-Ming; TANG Chi-Hung Institute of Organic Chemistry, Academia Sinica
From the pyrolytic products of potytrifluorochloroethylene a perhaloolefin, C_4Cl_2F_6 (b.p. 70°), was isolated. Oxidation of the olefin afforded a perhalopropionic acid [(C_2Cl_2F_3)COOH] which was degraded through the Curtius degradation to give fluorodichloroacetic acid. Pyrolysis of the sodium salt of the perhalopropionic acid in ethylene glycol yielded trifluorochloroethylene and 1,1,2-trifluoro-2,2-dichloroethane, the structure of the latter was established by its infrared and proton magnetic resonance spectra. Consequently, the structure of the propionic acid is CCl_2F-CF_2-COOH, and the olefin, CCl_2F-CF_2-CF=CF_2.