76-17-5Relevant academic research and scientific papers
Thermal chlorofluorination of propyne and propadiene II
Belter, Randolph K.
, p. 552 - 556 (2008/01/08)
Propyne and propadiene have been previously reported to readily undergo vapor phase catalyzed chlorofluorination at temperatures to 285 °C to form C3F4Cl4 mixtures that are primarily CFCl2-CF2-CFCl2. Continued fluorination at temperatures up to 485 °C produce the rearranged C3F6Cl2 isomers CF3-CCl2-CF3 and CF2Cl-CFCl-CF3.
PREPARATION OF PERHALOGENATED CHLOROFLUOROPROPANES BY HALOGEN EXCHANGE IN THE LIQUID AND VAPOUR PHASES AND THEIR ISOMER ANALYSES BY 19 F NMR SPECTROSCOPY
Kvicala, J.,Paleta, O.,Dedek, V.
, p. 155 - 175 (2007/10/02)
The liquid phase fluorination of pentachlorotrifluoeropropane (1) and tetrachlorotetrafluoropropane (2) of defined isomer composition at atmospheric or autogenous pressure by means of the Henne-Swarts reagent yielded from 60 percent to 70 percent of tetrachlorotetrafluoropropane (2) and trichloropentafluoropropane (3).The vapour-phase fluorination of chlorofluoropropanes 1-3 with hydrogen fluoride catalysed by ferric salts on a charcoal support afforded chloropropanes 2 and 3 in addition to dichlorohexafluoropropane (4) in a yield of 13.5 percent to 79 percent.Simultaneusly an isomerization reaction took place in some cases.The isomer compositions of the starting substances and products were determined by means of 19F NMR spectroscopy.The NMR data of the isomers ar given and compared with the chemical shifts calculated using the published empirical method .
Synthesis of > and Some Chlorofluoropropenes
Paleta, Oldrich,Kvicala, Jaroslav,Guenter, Jaroslav,Dedek, Vaclav
, p. 920 - 924 (2007/10/02)
The starting substances C3Cl5F3 (1) and C3Cl4F4 (2) prepared earlier by the addition of CCl3F with CClF=CClF and/or CF2=CClF were utilized for the synthesis of chlorofluoropropenes by means of fluorination, reduction of C-Cl bonds in halogenopropanes, and final dehalogenation, all the reactions being performed at atmospheric pressure.The reaction conditions permit laboratory scale production.The contents of the isomeric admixtures in the resultant products were determined by NMR spectroscopy.The starting halogenopropanes 1, 2 represent mixtures of isomers, but in course of the individual synthetic steps the content of the main isomer was generally increased.In comparison with previously used syntheses, our procedure proves advantageous for the synthesis of "perfluoroallylchloride" (9a, isomer purity 95percent).Using this procedure a number of halogenopropanes were prepared and dechlorinated to give the corresponding halogenopropenes (isomer purity percent): CClF2-CClF-CCl2F (2a, 87), CF3-CClF-CCl3 (2b, 78), CClF2-CClF-CClF2 (3a, 87), CF3-CClF-CCl2F (3b, 90), CF3-CClF-CHCl2 (5a, 90), CF3-CClF-CHClF (6a, 73), CClF2-CF=CClF (8a, 93), CF3-CF=CCl2 (8b, 84), 9a, CF3-CF=CClF (9b, 86) and CF3-CF=CHCl (11a, 84).The minor isomers in substance 2 yielded products which were isolated after being combined from several preparations: CClF2-CF2-CHCl2 (5b, 84); CClF2-CF=CHCl (10a, 98), which by addition of chlorine yielded CClF2-CClF-CHCl2 (4a, 95).The NMR spectra of all the major and minor products, excluding perhalogenopropanes, are listed.
