- 1,2-bis (perfluoroalkyl)-Perfluoropolyalkyl cycloalkenecarboxylic manufacturing method
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PROBLEM TO BE SOLVED: To provide a method for producing a 1,2-bis (perfluoroalkyl)-perfluorocycloalkene with excellent selectivity while suppressing excessive introduction of perfluoroalkyl groups when the 1,2-bis (perfluoroalkyl)-perfluorocycloalkene is produced from a perfluorocycloalkene and a fluorine-containing silane compound.SOLUTION: A 1,2-bis (perfluoroalkyl)-perfluorocycloalkene is produced by bringing a perfluorocycloalkene into contact with a fluorine-containing silane compound in the presence of fluorine ions in a mixed solvent of an ethylene glycol alkylether : an aromatic hydrocarbon of 80:20 to 20:80 (volume ratio).
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Paragraph 0037; 0044
(2018/06/30)
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- POLYFLUOROCYCLOALKENES. PART XIX. SOME REACTIONS AND COMPOUNDS FROM 1,2-BIS(TRIFLUOROMETHYL)OCTAFLUOROCYCLOHEXENE
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The title compound (A) gave a dichloro-adduct (D), which with lithium aluminum hydride yielded a complex mixture, from which a trace of trans 1H,2H-1,2-bis(trifluoromethyl)octafluorocyclohexane (E) was isolated.Catalytic hydrogenation of olefin (A) afforded cis 1H,2H-1,2-bis(trifluoromethyl)octafluorocyclohexane (C), and a small amount of 6H-1,6-bis(trifluoromethyl)heptafluorocyclohexene (B).Dehydrofluorination of the cis dihydride (C) by aqueous potash gave olefin (B) and 2,3-bis(trifluoromethyl)hexafluorocyclohexa-1,3-diene (G): fluorination of (G) by cobalt(III) fluoride gave back (A).Fluorination of compounds (C) and (B) afforded cis and trans 1H-1,2-bis(trifluoromethyl)nonafluorocyclohexane (J and H respectively).Both (H) and (J) were dehydrofluorinated to give olefin (A) exclusively, i.e. fluorine was lost preferentially from the tertiary ->C-F group.Ammonia and (A) gave 1,3-diamino-2-cyano-3-trifluoromethylhexafluorocyclohexene (K).Some hydro-polyfluoro-cyclohexanes took up small proportions of deuterium during dehydrofluorinations in the presence of deuterium oxide,but no interconversions of pairs of stereoisomers were observed.
- Collins, David,Stephens, Robert,Tatlow, John Colin
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p. 213 - 228
(2007/10/02)
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- Polyfluorocycloalkenes. Part 20. The preparation of perfluoro-alkane and cycloalkane diols.
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Vicinal diols were prepared with ease by the oxidation with potassium permanganate of some tetra-alkylated fluoro-alkenes including 3,4-bis(trifluoromethyl)decafluorohex-3-ene.These and the reactions of the derived diols with thionyl chloride led to the c
- Husain, S. Zafar,Plevey, Raymond G.,Tatlow, J. Colin
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p. 891 - 894
(2007/10/02)
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