- Practical preparation of potentially anesthetic fluorinated ethyl methyl ethers by means of bromine trifluoride and other methods
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Synthetic methods, especially those that use bromine trifluoride as a fluorinating agent, are described for the preparation of a number of fluorinated ethyl methyl ethers in good yield and high purity. In all cases, medium-scale syntheses (8-22g) of potentially anesthetic compounds have been accomplished. The compounds are of sufficient purity (>99%) for biological evaluation.
- Hudlicky, Tomas,Duan, Caiming,Reed, Josephine W.,Yan, Fengyang,Hudlicky, Milos,Endoma, Mary Ann,Eger II, Edmond I.
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Read Online
- Direct Trifluoromethylation of Alcohols Using a Hypervalent Iodosulfoximine Reagent
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The direct trifluoromethylation of a variety of aliphatic alcohols using a hypervalent iodosulfoximine reagent afforded the corresponding ethers in moderate to good yields (14–72 %). Primary, secondary, and even tertiary alcohols, including examples derived from natural products, underwent this transformation in the presence of catalytic amounts of zinc bis(triflimide). Typical reaction conditions involved a neat mixture of 6.0 equivalents of the alcohol with 1.0 equivalent of the reagent, with the majority of reactions complete within 2 h with 2.5 mol % of the Lewis acid catalyst. Furthermore, experimental evidence was provided that the C?O bond-forming process occurred via the coordination of the alcohol to the iodine atom and subsequent reductive elimination.
- Kalim, Jorna,Duhail, Thibaut,Pietrasiak, Ewa,Anselmi, Elsa,Magnier, Emmanuel,Togni, Antonio
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supporting information
p. 2638 - 2642
(2021/01/21)
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- Compositions of a hydrofluoroether and a hydrofluorocarbon
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This invention relates to compositions that include at least one fluoroether and at least one hydrofluorocarbon. Included in this invention are compositions of a cyclic or acyclic hydrofluoroether of the formula CaFbH2a+2?bOc wherein a=2 or 3 and 3≦b≦8 and c=1 or 2 and a hydrofluorocarbon of the formula CnFmH2n+2?m wherein 1≦n≦4 and 1≦m≦8. Such compositions may be used as refrigerants, cleaning agents, expansion agents for polyolefins and polyurethanes, aerosol propellants, heat transfer media, gaseous dielectrics, fire extinguishing agents, power cycle working fluids, polymerization media, particulate removal fluids, carrier fluids, buffing abrasive agents, and displacement drying agents.
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Page/Page column 5
(2008/06/13)
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- Polyfluorinated carbocations stabilized by oxygen and sulfur
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Polyfluorinated oxonium cations RfCH2OCFX(+) and acyclic perfluorinated sulfonium cations RfSCF2(+) are prepared by the reaction of corresponding ethers or sulfides with antimony pentafluoride in SO2ClF solvent and characterized by 19F and 1H spectroscopy. Based on experimental data the relative stability of polyfluorinated oxonium cations are determined.
- Petrov, Viacheslav A.,Davidson, Fred
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- Relative Rate Constants for the Reactions of CF3OF with Olefins in Solution
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The addition reactions of CF3OF to chloro fluoro olefins have been studied in solution at low temperature (-78, -105 deg C), and their relative rate constants have been determined using the kinetic approach of competition reactions.The reactivity and regio- and stereoselectivity are consistent with a free radical chain-propagating reaction in which the alkenes are attacked by the CF3O* radical generated by homolytic cleavage of the O-F bond in the CF3OF molecule.
- Navarrini, W.,Russo, A.,Tortelli, V.
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p. 6441 - 6443
(2007/10/03)
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- Synthesis of Perfluoroethylmethylether by Direct Fluorination
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The direct fluorination of trifluoromethylethers prepared from ethylene or fluorinated ethylenes with trifluoromethyl hypofluorite proceeded in excellent yield to obtain perfluoroethylmethylethers.
- Sekiya, Akira,Ueda, Kunimasa
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p. 609 - 612
(2007/10/02)
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- Comparison of the Reactivity of CF3OX (X = Cl, F) with Some Simple Alkenes
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Reactions of CF3OX (X = Cl, F) with a variety of simple alkenes were carried out to compare the regio- and stereoselectivity of the additions to carbon-carbon double bonds.The observed addition products with CF3OCl are consistent with an electrophilic syn addition.With CF3OF the observed products indicate a different regioselectivity and low stereoselectivity, consistent with a free-radical addition.
- Johri, Kamalesh K.,DesMarteau, Darryl D.
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p. 242 - 250
(2007/10/02)
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