355-04-4Relevant academic research and scientific papers
Explored routes to unknown polyfluoroorganyliodine hexafluorides, R FIF6
Frohn, Hermann-Josef,Bardin, Vadim V.
experimental part, p. 1000 - 1006 (2010/11/16)
Two routes to RFIF6 compounds were investigated: (a) the substitution of F by RF in IF7 and (b) the fluorine addition to iodine in RFIF4 precursors. For route (a) the reagents C6F5SiMe3, C6F 5SiF3, [NMe4][C6F 5SiF4], C6F5BF2, and 1,4-C6F4(BF2)2 were tested. C 6F5IF4 and CF3CH2IF 4 were used in route (b) and treated with the fluoro-oxidizers IF7, [O2][SbF6]/KF, and K2[NiF 6]/KF. The observed sidestep reactions in case of routes (a) and (b) are discussed. Interaction of C6F5SiX3 (X = Me, F), C6F5BF2, 1,4-C6F 4(BF2)2 with IF7 gave exclusively the corresponding ring fluorination products, perfluorinated cyclohexadiene and cyclohexene derivatives, whereas [NMe4][C6F 5SiF4] and IF7 formed mixtures of C 6FnIF4 and C6FnH compounds (n = 7 and 9). CF3CH2IF4 was not reactive towards the fluoro-oxidizer IF7, whereas C6F 5IF4 formed C6FnIF4 compounds (n = 7 and 9). C6F5IF4 and CF 3CH2IF4 were inert towards [O 2][SbF6] in anhydrous HF. CF3CH 2IF4 underwent C-H fluorination and C-I bond cleavage when treated with K2[NiF6]/KF in HF. The fluorine addition property of IF7 was independently demonstrated in case of perfluorohexenes. C4F9CFCF2 and IF7 underwent oxidative fluorine addition at -30 °C, and the isomers (CF 3)2CFCFCFCF3 (cis and trans) formed very slowly perfluoroisohexanes even at 25 °C. The compatibility of IF7 and selected organic solvents was investigated. The polyfluoroalkanes CF 3CH2CHF2 (PFP), CF3CH 2CF2CH3 (PFB), and C4F9Br are inert towards iodine heptafluoride at 25 °C while CF3CH 2Br was slowly converted to CF3CH2F. Especially PFP and PFB are new suitable organic solvents for IF7.
Technology for the preparation of perfluoro-organic compounds
Moldavskii, Dmitrii D.,Bispen, Tatjana A.,Kaurova, Galina I.,Furin, Georgii G.
, p. 157 - 167 (2007/10/03)
Fluorination by elemental fluorine of fluorine-containing alkenes, alkanes, ethers and tertiary amines was investigated, aimed at obtaining the perfluorinated analogs. The factors affecting yield of the target compounds were studied. Elements of technology were elucidated.
DIRECT GAS-PHASE CATALYTIC FLUORINATION OF PARTIALLY FLUORINATED ORGANIC COMPOUNDS
Zakharov, V. Yu.,Denisov, A. K.,Novikova, M. D.
, p. 1942 - 1945 (2007/10/03)
The fluorination of a wide range of polyfluorinated organic compounds with molecular fluorine in the gas phase in a layer of NiF2/support as catalyst was investigated.It was shown that the selectivity of fluorination of the series of fluoroolefins, acid fluorides, polyfluoroalkanes, and hydrogen-containing ethers can be greatly increased.The developed method was used on an industrial scale in the production of perfluorinated liquids.
Promising materials in chemical technology. Synthesis and use of vanadium pentafluoride
Krasil'nikov, V. A.,Andreev, G. G.,Karelin, A. I.,Guzeeva, T. I.,Furin, G. G.,et al.
, p. 1657 - 1659 (2007/10/03)
Features of vanadium pentafluoride synthesis on a semicommercial installation of horizontal type from various vanadium-containing concentrates and wastes have been investigated.Highly corrosive activity of vanadium pentafluoride has been discovered; protective ceramic material based on calcium fluorozirconate has been developed.
Skeletal Rearrangements during the Fluorination of C6-Hydrocarbons over Cobalt(III) Trifluoride
Burdon, James,Creasey, Jeremy C.,Proctor, Lee D.,Plevey, Raymond G.,Yeoman, J.R. Neil
, p. 445 - 447 (2007/10/02)
Perfluorination of hexane, 2-methylpentane, 3-methylpentane, 2,2-dimethylbutane, 2,3-dimethylbutane, methylcyclopentane and cyclohexane over cobalt(III) trifluoride gave, in each case except perhaps cyclohexane, a mixture of linear, branched and cyclic C6-fluorocarbons: the degree of skeletal rearrangement (excluding cyclohexane) varied from ca. 7percent (methylcyclopentane) to 96percent (2,2-dimethylbutane).A carbocation mechanism, which does not proceed to equilibrium, is suggested.
Photoinduced Fluorination of Hexafluoropropene Trimers: Synthesis of Branched Perfluoroalkanes
Tonelli, Claudio,Tortelli, Vito
, p. 23 - 26 (2007/10/02)
Hexafluoropropene trimers, perfluoro-3-ethyl-2,4-dimethylpent-2-ene (1) and perfluoro-3-isopropyl-4-methylpent-2-ene (2) reacted with fluorine under u.v. irradiation to give the new and highly branched perfluoroalkanes perfluoro-2,3,3,4-tetramethylpentane (7) and perfluoro-2,3,4-trimethylpentane (8) through a mechanism involving the elimination-readdition of CF3 groups.Compound (7), which is very bulky, can be easily cleaved at 200 deg C to give two perfluoro radicals capable of initiating the polymerization of vinylic monomers.
FLUORINATION OF POLYHALOGENATED UNSATURATED COMPOUNDS WITH VANADIUM PENTAFLUORIDE
Bardin, V. V.,Avramenko, A. A.,Furin, G. G.,Krasilnikov, V. A.,Karelin, A. I.,et al.
, p. 385 - 400 (2007/10/02)
Vanadium pentafluoride reacts with polyfluorinated and polychlorinated olefins, alkadienes, cycloalkenes and cyclodienes in CFCl3 or without a solvent at -25 deg C to 100 deg C, forming products of addition of two fluorine atoms across the C=C bond.
REACTION OF POLYHALOGENATED UNSATURATED COMPOUNDS WITH VANADIUM PENTAFLUORIDE
Petrov, V. A.,Bardin, V. V.,Furin, G. G.,Avramenko, A. A.,Galakhov, M. V.,et al.
, p. 37 - 41 (2007/10/02)
Terminal polyhalogenoalkenes are fluorinated by vanadium pentafluoride at -20 to -30 deg C, whereas internal polyfluoroalkenes only react with vanadium pentafluoride when heated. 2-Chloropentafluoro-1,3-butadiene adds fluorine atoms predominantly at positions 1,4 under the influence of vanadium pentafluoride, but only the isomeric tetrafluorohexachlorobutanes are formed from perchloro-1,3-butadiene.Fluorination of perfluoroallylbenzene and perfluoro-β-methylstyrene takes place more rapidly in the side chain than in the aromatic ring.
