- Copper-Mediated Aromatic 1,1-Difluoroethylation with (1,1-Difluoroethyl)trimethylsilane (TMSCF2CH3)
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A new method for the formation of 1,1-difluoroethyl copper species (“CuCF2CH3”) with 1,1-difluoroethylsilane (TMSCF2CH3) has been developed. The “CuCF2CH3” species can be applied to the efficient 1,1-difluoroethylation of diaryliodonium salts under mild conditions, affording (1,1-difluoroethyl)arenes in good to excellent yields. This convenient procedure tolerates a wide range of functional groups and thus serves as a practical synthetic tool for the introduction of CF2CH3 group(s) into complex molecules.
- Li, Xinjin,Zhao, Jingwei,Wang, Yunze,Rong, Jian,Hu, Mingyou,Chen, Dingben,Xiao, Pan,Ni, Chuanfa,Wang, Limin,Hu, Jinbo
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p. 1789 - 1792
(2016/07/07)
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- Efficient synthesis of new fluorinated building blocks by means of hydroformylation
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Hydroformylation of fluorinated alkenes is an efficient method for the preparation of fluorinated functionalized building blocks for the synthesis of biologically active target structures. In this article we summarize known hydroformylation reactions of f
- Fanfoni, Lidia,Diab, Lisa,Smejkal, Tomas,Breit, Bernhard
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p. 371 - 377
(2014/08/05)
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- Vapor phase hydrofluorination of acetylene to vinyl fluoride over La2O3-Al2O3 catalysts
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A series of La-doped Al2O3 catalysts were prepared and tested for the vapor phase hydrofluorination of C2H2 to vinyl fluoride (CH2CHF, VF). It was found that the La-doped catalyst gave a stable cataly
- Bi, Qing-Yuan,Qian, Lin,Xing, Li-Qiong,Tao, Li-Ping,Zhou, Qiang,Lu, Ji-Qing,Luo, Meng-Fei
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body text
p. 528 - 533
(2009/12/29)
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- Method of producing 1,1-difluoroethane and application thereof for the production of 1,1-difluoroethylene
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Process for the manufacture of 1,1-difluoroethane by liquid-phase fluorination of 1,2-dichloroethane using hydrofluoric acid in the presence of a Lewis acid as catalyst and of FeCl3 as cocatalyst. Process for the manufacture of 1,1-difluoroethylene employing it.
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Page/Page column 2-3
(2008/06/13)
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- PURIFICATION METHOD, PRODUCTION PROCESS, AND USE OF, 1, 1-DIFLUOROETHANE
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Crude 1,1-difluoroethane containing at least one compound selected from the group consisting of unsaturated compounds each having two carbon atoms within the molecule and saturated chlorine-containing compounds each having two carbon atoms within the molecule is brought into contact with a zeolite and/or a carbonaceous adsorbent, or crude 1,1-difluoroethane containing hydrogen fluoride and, as impurities, at least one compound selected from the group consisting of unsaturated compounds each having two carbon atoms within the molecule is brought into contact with a fluorination catalyst in a gas phase state. High-purity 1,1-difluoroethane usable as a cryogenic refrigerant, or as an etching gas, can be produced in an industrially advantageous manner.
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Page/Page column 16-17
(2008/06/13)
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- METHOD FOR PURIFICATION OF 1,1-DICHLOROETHANE AND PROCESS FOR PRODUCTION OF 1,1-DIFLUOROETHANE USING THIS METHOD
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1,1-dichloroethane containing a compound having a nitro group and/or a hydroxyl group as a stabilizer is brought into contact with zeolite having an average pore size of 3.4 to 11A and/or a carbonaceous adsorbent having an average pore size of 3.4 to 11A in a liquid phase. A stabilizer contained in 1,1-dichloroethane is efficiently removed by a simple and convenient method and 1,1-difluoroethane can be economically produced.
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Page/Page column 13-14
(2008/06/13)
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- Efficient microscale preparation of isotopically enriched 1-[ 79Br]bromo-2-fluoroethylene, [79Br]BrHC=CHF
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An efficient preparation of 1-[79Br]bromo-2-fliioroethylene, [79Br]BrHC= CHF, was carried out by a three-step procedure: (a) natural 1-bromo-2-fluoroethylene, BrHC=CHF, was iodinated to 1-fluoro-2-iodoethylene, FHC=CHI; (b) 1-fluoro-2-iodoethylene was 79Br2-brominated to 1,2-di[79Br]bromo-1-fluoro- 2-iodoethane, [79Br]BrFCHCH[79Br]BrI; and (c) 1,2-di[ 79Br]bromo-1-fluoro-2-iodoethane was dehalogenated to 1-[ 79Br]bromo-2-fluoroethylene, [79Br]BrHC=CHF. The yield of isolated product, on a 2-mmol scale, was 62% with respect to 79Br2. Copyright Taylor & Francis, Inc.
- Baldan, Alessandro,Tassan, Augusto
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p. 1447 - 1453
(2007/10/03)
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- Method of making difluoromethane, 1,1,1-trifluoroethane and 1,1-difluoroethane
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A process for the production of difluoromethane (HFC-32), 1,1,1-trifluoroethane (HFC-143a) and 1,1-difluoroethane (HFC-152a). In the process the following steps are employed: (a) providing a reaction vessel, (b) providing in the reaction vessel activated carbon impregnated with a strong Lewis acid fluorination catalys selected from halides of As, Sb, Al, TI, In, V, Nb, Ta, Ti, Zr and Hf, (c) activating the catalyst by passing through the activated carbon impregnated with a strong Lewis acid fluorination catalyst anhydrous hydrogen fluoride gas and chlorine gas, (d) contacting, in a vapor state in the reaction vessel containing the activated catalyst, hydrogen fluoride and one or more halogenated hydrocarbons selected from chlorofluoromethane, dichloromethane, 1,1,1-trichloroethane, vinyl chloride, 1,1-dichloroethylene, 1.2-dichloroethylene, 1,2-dichloroethane, and 1,1-dichloroethane for a time and at a temperature to produce a product stream comprising hydrofluorocarbon product(s) corresponding to the chlorinated hydrocarbon reactant(s), and one or more of hydrogen chloride, unreactacted chlorinated hydrocarbon reactant(s), under-fluorinated intermediates, and unreacted hydrogen fluoride, and (e) separating the hydrofluorocarbon product(s) from the product stream.
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Page/Page column 3
(2010/02/14)
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- Process for the preparation of 1-chloro-1-fluoroethane and/or 1,1-difluoroethane
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The invention relates to a process for the preparation of chloro-1-fluoroethane and 1,1-difluoroethane by reaction of vinyl chloride with hydrogen fluoride, in organic solvent consisting of at least one saturated halogen-containing hydrocarbon.
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Page column 6-8; Table 1
(2008/06/13)
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- PROCESS FOR PURIFYING PENTAFLUOROETHANE, PROCESS FOR PRODUCING THE SAME, AND USE THEREOF
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ABSTRACT A process comprising bringing crude pentafluoroethane containing at least one compound selected from the group consisting of hydrofluorocarbons containing one carbon atom, hydrochlorofluorocarbons containing one carbon atom and hydrochlorocarbons containing one carbon atom, into contact with an adsorbent comprising a zeolite having an average pore size of 3 to 6 ? and a silica/aluminum ratio of 2.0 or less and/or a carbonaceous adsorbent having an average pore size of 3.5 to 6 ?, to reduce the content of the compound. The purified gas can be used as a low temperature refrigerant or an etching gas.
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- New synthetic method of alkyl perfluoroalkyl ethers
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vic-Difluorination of alkyl perfluoroenol ethers proceeded with high- valence metal fluoride, such as cobalt (III) fluoride and potassium tetrafluorocobaltate, in good yields to afford alkyl perfluoroalkyl ethers.
- Tamura, Masanori,Takubo, Seij,Quan, Heng-Dao,Sekiya, Akira
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p. 343 - 344
(2007/10/03)
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- vic-difluorination of fluoroalkenes with xenon difiuoride: The effect of fluorine substituents on the reaction of alkenes with xenon difluoride
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vic-Difluorination proceeds by the reaction of fluoroalkenes with xenon difluoride to afford the corresponding fluorinated compounds. From the reaction with polyfluoroalkenes, the products are obtained in high to excellent yields. In this reaction, the fluorine atom substituent of alkene stabilizes the cation intermediate and suppresses side-reactions such as rearrangement.
- Tamura, Masanori,Quan, Heng-Dao,Sekiya, Akira
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p. 3151 - 3153
(2007/10/03)
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- Production of organic fluorine compounds
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A process is disclosed for hydrofluorinating an olefinic hydrocarbon of the formula where X, X' and X" are the same or different and are hydrogen or halo and R' is hydrogen or C1 -C6 alkyl, with hydrogen fluoride. The process is carried out by admixing the olefinic hydrocarbon with hydrogen fluoride in an imidofluoride hydrogen fluoride solvent having the formula where R is C1 to C6 alkyl, C1 to C6 alkyl substituted with halo or C6 to C10 aryl either unsubstituted or substituted with alkyl and η is 0 or an integer that is at least 1.
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- INVESTIGATIONS IN THE REGION OF INDUSTRIAL FLUORINATED COMPOUNDS
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The synthesis and properties of ozone-friendly fluorohydrocarbons, fluoroolefins, and fluorinated compounds with functional groups (acids, alcohols, esters, and others), used for the creation of effective surfactants, ion-exchange membranes for various purposes, heat-resistant oils, and greases, were investigated.A technology was developed for the production of highly pure fluorinated compounds for microelectronics, fiber optics, and medicine.
- Maksimov, B. N.
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p. 1935 - 1940
(2007/10/03)
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- FLUORINATION OF ETHYLENE BY HIGHER FLUORIDES OF COBALT, MANGANESE, AND CERIUM
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Fluorination of ethylene by higher fluorides of metals with variable valence (CoF3, CeF4, MnF3) is studied.Temperature dependence of the contents of fluorinated products are obtained.The mechanism of formation of significant amounts of 1,1,1,2-tetrafluoroethane in the reaction involving CoF3 and oligomers in the reaction involving CeF4, is proposed.
- Asovich, V. S.,Kornilov, V. V.,Maksimov, B. N.
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- IR LASER INDUCED DECOMPOSITION OF TRIFLUOROACETIC, PENTAFLUOROPROPIONIC AND HEPTAFLUOROBUTYRIC ANHYDRIDES
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The continuous-wave CO2 laser induced gas-phase decomposition of trifluoroacetic, pentafluoropropionic and heptafluorobutyric anhydride, sensitized by sulfur hexafluoride was studied in order to determine the course of the reactions in the absence of wall effects.The decompositions of all the compounds are assumed to involve cleavage of parent compound into acyl fluoride F(CF2)nCOF and .(CF2)nCO2. biradical, the latter undergoing decay into CO and F(CF2)n-1COF compounds.The theoretical treatment of the biradical by MNDO calculations as well as trapping withethene are presented.
- Kubat, Pavel,Pola, Josef
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p. 2460 - 2467
(2007/10/02)
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- REACTIONS OF FLUORINE-CONTAINING FREE RADICALS IN SOLUTION.VI. REACTIVITY OF POLYFLUORINATED AROMATIC COMPOUNDS TOWARD TRIFLUOROMETHYL, 1,1-DIFLUOROETHYL, AND METHYL RADICALS
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The termal decomposition of fluoroalkanoyl peroxides in heptane at 50 deg C and of diacetyl peroxide in isooctane at 65 deg C was used as the source of the free radicals CF3., CH3CF2., and CH3..The ratio of the rate constants for abstraction of hydrogen from the solvent by the radical and the addition of the radical to hexafluorobenzene, octafluorotoluene, 1,4-bis(pentafluorophenoxy)perfluorobutane, 1,4-bis(trifluoromethyl)benzene, and benzene was determined.
- Komendantov, A. M.,Rondarev, D. S.,Sass, V. P.,Sokolov, S. A.
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p. 1684 - 1687
(2007/10/02)
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- Methylenesulfurtetrafluoride, CH2=SF4, Formation, Structure, and Chemistry
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The preparation of methylenesulfurtetrafluoride, CH2=SF4, is achieved by bromine-lithium exchange on Br-CH2-SF5 at low temperatures and subsequent lithium fluoride elimination.CH2=SF4 is a colourless gas with b.p. -19 deg C and m.p. -139 deg C.The structure is essentially trigonal-bipyramidal, the methylene group occupying an equatorial position.The protons lie in the plane of the axial fluorine atoms.The molecule is rigid.The carbon-sulfur bond is best described as strong double bond with only little ylidic polarity. - The double bond undergoes numerous addition reactions with polar species under formation of cis-configurated X-CH2-SF4-Y systems.Less often elimination of SF4 and formation of carbene is observed.
- Kleemann, Gert,Seppelt, Konrad
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p. 645 - 658
(2007/10/02)
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- THERMAL DECOMPOSITION OF 2,2-DIFLUOROPROPIONYL PEROXIDE IN HYDROCARBON SOLVENTS
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The thermal decomposition of 2,2-difluoropropionyl peroxide in heptane is a monomolecular process with a rate constant of 1.1E13 expsec-1.The main gaseous products from the decomposition of the peroxide in heptane and isooctane are 1,1-difluoroethane, 1,1-difluoroethylene, and 2,2,3,3-tetrafluorobutane.The CH3CF2. radicals generated in this process take part in the abstraction of hydrogen atoms from the solvent, disproportionation, and recombination.The decomposition of the peroxide at low initial concentrations in heptane can be used as a method for the generation of CH3CF2. radicals for kinetic investigations.
- Zhuravlev, M. V.,Burmakov, A. I.,Bloshchitsa, F. A.,Sass, V. P.,Sokolov, S. V.
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p. 1597 - 1601
(2007/10/02)
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- DIE ELEKTROFLUORIERUNG VON Α-CHLORETHYLSULFOCHLORID
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The electrochemical fluorination of CH3CHClSO2Cl was studied at different conditions.Besides methane- and ethane-derivates, SO2F2 and SF6, the products formed are the two sulfonylfluorides C2F5SO2F and CF3CFClSO2F.The yield of CF3CFClSO2F was greater at l
- Sartori, P.,Habel, W.
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p. 131 - 142
(2007/10/02)
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- Use of hexagonal chromium (111) oxide hydroxide catalyst in fluorination process
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An improved process for the reaction of halogenated aliphatic compounds with HF using hexagonal --CrOOH as the catalyst to produce fluorine containing aliphatic compounds.
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