55642-43-8Relevant academic research and scientific papers
METHOD OF PRODUCING PERFLUOROTETRAMETHYL COMPOUND
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Paragraph 0099; 0100; 0110, (2016/12/12)
PROBLEM TO BE SOLVED: To provide a method of producing a perfluorotetramethyl compound (CF3)4X (X is C, Si, Ge, Sn or Pb) which improves the yield. SOLUTION: In a method of producing a perfluorotetramethyl compound of formula (2) by reacting a liquid or solid tetramethyl compound of formula (1) with a gaseous fluorination agent, the fluorination includes two or more fluorination steps of diluting the fluorination agent with an inert gas and subjecting to the reaction, and the second and later fluorination steps consist of a step which uses, in the reaction, the product gas obtained in the preceding fluorination step and containing the unreacted tetramethyl compound as a source of the tetramethyl compound of formula (1). (1) (CH3)4X and (2) (CF3)4X, where X is C, Si, Ge, Sn or Pb. COPYRIGHT: (C)2015,JPOandINPIT
Examination of the reactivity of bis(trifluoromethyl)tellurium: Oxidative trifluoromethylations and ligand exchanges with group 5A and 6A (15 and 16) elements and their halides
Ganja,Morrison
, p. 33 - 38 (2008/10/08)
Bis(trifluoromethyl)tellurium reacts with I2, S8, Se, P4, and As at 220°C to afford CF3I, (CF3)2S, (CF3)2Se, (CF3)3P, and (CF3)3As, which are separated in 97, 92, 92, 70, and 46% yields, respectively. The interaction of (CF3)2Te with Sb at 170°C results in very small amounts of (CF3)3Sb, ca. 3%, but no (trifluoromethyl)germanes were observed when (CF3)2Te was exposed to Ge at 170°C. At 170°C the reactions of (CF3)2Te with SeBr4, PI3, and AsI3 generate (CF3)2Se, (CF3)3P, and (CF3)3As, which can be isolated in 98, 65, and 88% yields, respectively. The reaction of SCl2 with (CF3)2Te at 170°C, however, is less productive, presumably because there are several alternative pathways that are competitive with the reaction channel that leads to (CF3)2S. At 170°C SbI3 and (CF3)2Te form trace amounts (ca. 0.2%) of (CF3)3Sb, but in the temperature range 120-170°C, the reaction of GeI4 with (CF3)2Te gave no evidence for the formation of (trifluoromethyl)germanes.
Trifluoromethyl Group 2B Compounds: Bis(trifluoromethylcadmium*Base. New, More Powerful Ligand-Exchange Reagents and Low Temperature Difluorocarbene Sources
Krause, L. J.,Morrison, J. A.
, p. 2995 - 3001 (2007/10/02)
Lewis base adducts of bis(trifluoromethyl)cadmium have been isolated from the interaction of bis(trifluoromethyl)mercury with dimethylcadmium in solvents like THF, glyme, diglyme, or pyridine.Lewis base exchange, for example, pyridine for glyme, occurs upon dissolution of the glyme adduct, (CF3)2Cd*g, g = CH3OCH2CH2OCH3, in pyridine.The (CF3)2Cd*base species are shown to be much more reactive than (CF3)2Hg since the cadmium compounds are reactive at temperatures at least 100 deg C below that required for the mercurial.At ambient temperatures ligand exchanges between SnBr4 or GeI4 and (CF3)2Cd*glyme are found to be most convenient preparations of (CF3)4Sn (66percent yield) or (CF3)4Ge (43percent yield); the formation of (CF3)3P from the reaction of PI3 also occurs, but the amounts isolated are smaller.The reaction of acyl halides with (CF3)2Cd*g proceeds at subambient temperature to yield the acyl fluoride, ca. 90percent yield, and difluorocarbene which can be trapped stereospecifically by, e.g., cis-2-butene at -30 deg C.Difluorocarbene formation occurs at temperatures at least as low as -78 deg C.
Bis(trifluoromethyl)cadmium*glyme (glyme = dimethoxyethane), a New, Powerful Fluoroalkylating Agent and Low-temperature Source of Difluorocarbene
Krause, Larry J.,Morrison, John A.
, p. 671 - 672 (2007/10/02)
The newly isolated reagent (CF3)2Cd*glyme readily exchanges ligands with, e.g., GeI4, SnI4, or PI3 to form the fully substituted compounds (CF3)4Ge, (CF3)4Sn, or (CF3)3P, within minutes at ambient temperature; reactions with acyl halides, like MeC(O)Br, form the acyl fluorides, like MeC(O)F, in excellent yields, 95percent, at -25 deg C and extrusion of CF2 at -25 deg C in this reaction is indicated by the formation of the expected difluorocyclopopane from tetramethylethylene in 53percent yield.
Synthesis of trifluoromethyl-substituted compounds
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, (2008/06/13)
Trifluoromethyl-substituted compounds are formed in a corona discharge or glow discharge plasma of trifluoromethyl radicals from an organic trifluoromethyl source. A substrate possessing easily replaceable ligands such as halogen or carbonyl, is initially contacted either in the plasma and within a short distance from a downstream visible edge of the plasma or outside of the visible portion of the plasma and within a short distance from the downstream visible edge, to effect a substitution of the halogen or carbonyl ligand on the substrate with a trifluoromethyl radical without substantial decomposition of the substrate.
