30320-28-6Relevant academic research and scientific papers
Monoamination of internal fluoroolefins
Zeifman, Yu. V.,German, L. S.
, p. 1588 - 1590 (1994)
Perfluoro-2-methyl-2-pentene and perfluoro-1-methylcyclopentene react with ammonia or aniline under controlled conditions to give monoamination products. - Key words: internal fluoroolefins; amination; fluorinated enamines, fluorinated imines, synthesis.
2,2-Dihydroperfluoropentane (HFC 4310 mf) synthesis from HFP dimer
Cheburkov, Yuri,Moore, George G.I.
, p. 227 - 231 (2007/10/03)
The thermodynamic dimer of hexafluoropropene (HFP) may be used for the one pot synthesis of 2H-perfluoro-2-pentene, which is the starting compound for preparation of 2,2-dihydroperfluoropentane (HFC 4310 mf).
Reaction of perfluoro(2-methyl-2-pentene) with primary amines
Furin,Kiriyanko,Zhuzhgov
, p. 24 - 29 (2007/10/03)
Perfluoro(2-methyl-2-pentene) reacts with propylamine, butylamine, and isobutylamine in acetonitrile at 20-45°C with formation of 1,4-addition products at the double bond, which are almost equimolar mixtures of the syn and anti isomers. The same reaction in the presence of triethylamine yields [1-alkyl-4-pentafluoroethyl-3-trifluoromethyl-1H-azet-2-ylidene]alkylamines. The effects of the primary amine and triethylamine on the reaction direction are discussed. * This study was financially supported by the Russian Foundation for Basic Research (project no. 96-03-33047).
Reaction of Perfluoro(2-methyl-2-pentene) with Hexamethyldisilazane and Hexamethyldisiloxane
Furin,Zhuzhgov
, p. 38 - 43 (2007/10/03)
Perfluoro(2-methyl-2-pentene) reacts with hexamethyldisiloxane in the presence of cesium fluoride or triethylamine by way of substitution of the fluorine atom at the multiple bond by OSiMe3. The reaction product hydrolyses to 1,1,1,4,4,5,5,5-octafluoro-2-trifluoromethylpentan-3-one. Reaction of perfluoro-(2-methyl-2-pentene) with hexamethyldisilazane in dimethylformamide yields 3,3,3-trifluoro-1-pentafluoro-ethyl-2-trifluoromethylpropylideneamine and perfluorobis(1-ethyl-2-methyl-1-propenyl)amine, while reaction of hexamethyldisilazane with a salt of triethyl(3,3,3-trifluoro-l-pentafluoroethyl-2-trifluoromethyl-l-propenyl)- ammonium cation gives the latter two products together with perfluoroalkyl derivatives of azetine. Treatment of perfluoro(2-methyl-2-pentene) with ammonia in tetrahydrofuran affords a mixture of 3,3,3-trifluoro-1-pentafluoroethyl-2-trifluoromethylpropylideneamine, 3-amino-4,4,5,5,5-pentafluoro-2-trifluoromethyl-2-pentene-nitrile, and 2-(1-amino-2,2,3,3,3-pentafluoropropylidene)malononitrile.
Synthesis of perfluorinated dialkyl ethers from products of reaction of hexafluoropropene dimers with methanol
Moldavskii,Bispen,Furin,Zhuzhgov
, p. 575 - 582 (2007/10/03)
Perfluoro-2-methyl-2-pentene reacts with methanol in tetrahydrofuran and acetone in the presence of KOH to form predominantly the product of fluorine substitution at the double bond, whereas perfluoro-4-methyl-2-pentene reacts with methanol on heating in tetrahydrofuran in the presence of KOH or triethylamine with incorporation of two or three methoxy groups. Gas-phase fluorination of 3-methoxyperfluoro-2-methyl-2-pentene and 3-methoxyperfluoro-2-methylpentane with elemental fluorine on catalysts is studied, and conditions for preparing perfluoro-2-methyl-3-methoxypentane are revealed.
Liquid-phase photofluorination with elemental fluorine. Part II. Synthesis of perfluorotertiary amines
Ono, Taizo,Yamanouchi, Kouichi,Scherer, Kirby V.
, p. 267 - 272 (2007/10/02)
The tertiary amines derived from hexafluoropropene dimers were subjected to liquid-phase photofluorination (LPPF).The corresponding perfluorotertiary amines, which were difficult to synthesize by the conventional fluorination methods such as electrochemic
Reversible intramolecular 1,3-chlorine migration in the triad 'carbon-carbon-sulfur'
Popkova, Vera Ya.,Anisimov, Victor M.,Dolenko, Georgii N.,Semenenko, Mikhail N.,Fedoseev, Vladimir M.
, p. 1375 - 1380 (2007/10/02)
An intramolecular 1,3-chlorine migration in the triad 'carbon-carbon-sulfur' with nucleophilic solvent or catalyst assistance is proposed as a mechanism for the perfluoro-2-methylpent-2-ene-3-sulfenyl chloride 12-chloroperfluoro-2-methylpentane-3-thione 2 tautomerism.The data from radionuclidic investigations were used to elucidate the aforementioned mechanism.The results of MNDO calculations showed that the solvation lowers the height of the reaction barriers of both direct and reverse reactions and brings about different reaction pathways for these two processes, providing greater assistance to the 1->2 than to the 2->1 reaction.
Bis(polyfluoroalkyl)diazomethanes containing the 1-H-hexafluoroisopropyl group
Bargamova, M. D.,Bargamov, G. G.,German, L. S.
, p. 213 - 216 (2007/10/02)
New bis(polyfluoroalkyl)diazomethanes have been obtained in high yield by the oxidation of polyfluorinated ketone hydrazones with bromine in water.A one-step preparative procedure for obtaining hexafluoroisopropylpentafluoroethylketone hydrazone from perf
ELECTRON TRANSFER IN REACTIONS OF tert-PERFLUOROALKYL BROMIDES WITH ALKENES AND NUCLEOPHILES
Rozhkov, I. N.,Chaplina, I. V.
, p. 2451 - 2456 (2007/10/02)
Tertiary perfluoroalkyl bromides (RFBr) in nonpolar solvents under mild conditions can be added to the multiple bond of terminal alkenes, alkynes, and butadiene.Slow addition to alkenes at 20 deg C is accelerated in proton-donating solvents and is catalyzed by readily oxidizable nucleophiles.Bromination of the multiple bond and formation of RFBr reduction products suggests a radical-chain mechanism initiated by electron transfer to the RFBr molecule.
REACTIONS OF TERTIARY PERFLUOROALKYL HALIDES WITH HALIDE ANIONS
Blume, Elisabeth,Gasafi-Martin, Waltraud,Probst, Anton,Werner, Konrad von
, p. 387 - 396 (2007/10/02)
The reactivities of the F-tert.-alkyl halides (CF3CF2CF2(CF3)2CX (1a-c: X = I, Br Cl)) towards the corresponding lithium halides LiY (2a-c: Y = I, Br, Cl), in acetonitrile, reflect the electron acceptor properties of compounds 1 and the donator strength of the anions Y(1-).The tertiary carbanion F-2-methylpentanide acts as the key intermediate in the formation of the main products (F-2-methyl-2-pentene, F-2-methyl-1-pentene and F-2-hydro-2-methylpentane), and also of the halide substitution products obtained from 1a.No support for the participation of any perfluoroalkyl radical could be found.
