- SULFONATION OF F-BUTYL F-VINYLETHER: SYNTHESIS OF A NEW FLUORINATED β-SULTONE AND DERIVATIVES
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The new fluorinated β-sultone, (I) has been prepared from F-butyl F-vinyl ether and sulfur trioxide.It isomerizes to CF3(CF2)3OC(O)Cf2SO2F (II) when heated with sodium fluoride.Two known fluorinated esters, FSO2CF2C(O)OCH3 (III) and CF3(CF2)2C(O)CH3 (IV), have also been synthesized from the reaction of methanol with the β-sultone (I).
- Mohtasham, Javid,Behr, Fred E.,Gard, Gary L.
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- Homogeneous oxidation of alkanes: Role of rhodium–alkyl complexes
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Catalytic systems RhCl3–KI–NaCl and RhCl3–Cu(OAcf)2–NaCl in aqueous perfluorinated carboxylic acids (CF3COOH, C3F7COOH) are effective in coupled oxidation of alkanes and carbon monoxide with dioxygen. In their presence, predominant is the outer-sphere oxidation of alkanes into respective esters (alcohols) with involvement of peroxo rhodium species as an oxidant (mechanism A). The process occurs partially by the inner-sphere mechanism B involving Rh–alkyl intermediates. Mechanism B is supported by (a) formation of alkyl chlorides, (b) synthesis of acetic acid in conversion of methane, and (c) positional selectivity in oxidation of propane.
- Chepaikin,Bezruchenko,Menchikova,Gekhman
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p. 389 - 392
(2016/12/16)
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- Selective monooxidation of light alkanes using chloride and iodate
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We describe an efficient system for the direct partial oxidation of methane, ethane, and propane using iodate salts with catalytic amounts of chloride in protic solvents. In HTFA (TFA = trifluoroacetate), >20% methane conversion with >85% selectivity for MeTFA have been achieved. The addition of substoichiometric amounts of chloride is essential, and for methane the conversion increases from 20%. The reaction also proceeds in aqueous HTFA as well as acetic acid to afford methyl acetate. 13C labeling experiments showed that less than 2% of methane is overoxidized to 13CO2 at 15% conversion of 13CH4. The system is selective for higher alkanes: 30% ethane conversion with 98% selectivity for EtTFA and 19% propane conversion that is selective for mixtures of the mono- and difunctionalized TFA esters. Studies of methane conversion using a series of iodine-based reagents [I2, ICl, ICl3, I(TFA)3, I2O4, I 2O5, (IO2)2S2O 7, (IO)2SO4] indicated that the chloride enhancement is not limited to iodate.
- Fortman, George C.,Boaz, Nicholas C.,Munz, Dominik,Konnick, Michael M.,Periana, Roy A.,Groves, John T.,Brent Gunnoe
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p. 8393 - 8401
(2014/06/24)
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- Cyclization processes in pyrolysis of perfluorooxaalkanedicarboxylic acid derivatives
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Formation of cyclic structures under the conditions of pyrolytic decarboxylation of perfluorooxaalkanedicarboxylic acids was studied.
- Lebedev,Berenblit,Starobin
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- The Decomposition of t-Butyl Heptafluoroperoxybutyrate in Aromatic and Aliphatic Solvents
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Kinetical studies and products analyses of the thermal decomposition of t-butyl heptafluoroperoxybutyrate (TBH) in benzene, octane, nitrobenzene, pyridine, and methoxybenzene have been carried out.In benzene and octane, the decoposition appears to be entirely a radical process.In nitrobenzene and pyridine, the reactions are found to give ionic decomposition proudcts exclusively.On the other hand, the decomposition of TBH in methoxybenzene is characteristic of mixed ionic and radical cleavages.
- Sawada, Hideo,Hagii, Hidehiko,Aoshima, Kazuyoshi,Yoshida, Masato,Kobayashi, Michio
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p. 3448 - 3452
(2007/10/02)
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- Thermal Decomposition of t-Butyl Heptafluoroperoxybutyrate
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The decomposition of t-butyl heptafluoroperoxybutyrate (TBH) was studied in both toluene and methanol.Kinetic and product studies from the thermolysis showed that this peroxy ester decomposes heterolytically in nonpolar solvents like toluene with homolysis, whereas in methanol this peroxy ester undergoes principally transesterification.
- Sawada, Hideo,Hagii, Hidehiko,Aoshima, Kazuyoshi,Arai, Takeshi
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p. 1161 - 1162
(2007/10/02)
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- PERFLUOROACYLFLUOROSULFONYLFLUOROACETIC ESTERS
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In the presence of triethylamine the esters of fluorosulfonylfluoroacetic acid are acylated by the chlorides and anhydrides of perfluorinated carboxylic acids to form previously unknown esters of perfluoroacylfluorosulfonylfluoroacetic acids.A characteristic feature of the latter is the presence of carbonyl, alkoxycarbonyl, and fluorosulfonyl groups at one carbon atom.
- Eleev, A. F.,Ermolov, A. F.,Kutepov, A. P.,Sokol'skii, G. A.,Chekholin, V. K.
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p. 1467 - 1471
(2007/10/02)
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- Cationic fluorochemical surfactants
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Cationic fluorochemical surfactants useful as antistatic agents and lubricants for polymeric shapes are prepared from 2,2,3,4,4,4-hexafluorobutanol or perfluorobutyric acid. Hexafluorobutanol is reacted with bromoundecanoic acid to obtain a bromoester which is then reacted with pyridine to obtain a cationic surfactant. Perfluorobutyric acid is esterified with methanol to obtain methyl perfluorobutyrate which is then reacted with dimethylaminopropylamine to obtain an amino-amide which is then reacted with hydrogen peroxide to obtain the N-oxide derivative which is neutralized with glycolic acid to obtain a cationic surfactant, a salt of the N-oxide derivative.
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