Methyl trifluoromethane sulfonate

To [Co(en)2((S)-GluOBzl)]I2 (5.0 g, 7.3 X 10 3 mol) in dry trimethyl-phosphate (18 ml, 4A sieves) contained in a conical flask equipped with a drying tube was added methyl trifluoromethane sulfonate (8.0 g, 4.9 x 10 2 mol) and the mixture was stirred at room temperature for 30 min (Caution The alkylating agent is believed to be extremely toxic. Use a hood and avoid skin and vapor contact). The deep orange solution was then slowly poured into rapidly stirred dry ether (600 ml) and the precipitated semisolid recovered by decantation. The residue was dissolved in the minimum volume of dry methanol (10-20 ml), the product reprecipitated using further dry ether (400 ml), and the solid recovered as before. A further precipitation using methanol (10-20 ml) and dry ether (800 ml) produced the complex as a finely divided solid. This was recovered by filtration (porosity 4 sin-... 

The iV-l-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl linker has also been introduced between the C2-amino group of the glucosamine and a solid-support [5]. This linker was stable during glycosylation with thioglycoside in the presence of methyl trifluoromethane sulfonate, but readily cleaved by hydrazine, primary amines, or even ammonia. 

MESYLATION Diethylmethyl(methylsulfonyl)ammonium fluorosulfonate. METHYLATION Dimethyl sulfoxide. Methyl fluorosulfonate. Methyl trifluoromethane-sulfonate. Simmons-Smith reagent. 

Methanesulfonic acid, trifluoro-, methyl ester. See Methyl trifluoromethane sulfonate Methane, sulfonylbis-. See Dimethyl sulfone Methane, sulfonylbis trichloro-. See Bis (trichloromethyl) sulfone Methanesulfonyl chloride CAS 124-63-0 EINECS/ELINCS 204-706-1... 

Methyl trifluoride. See Trifluoromethane Methyl trifluoromethane sulfonate CAS 333-27-7 EINECS/ELINCS 206-371-7 UN 1993... 

See Methyl trifluoromethane sulfonate Trifluoromethanesulfonic acid triisopropylsilyl ester. See Triisopropylsilyl trifluoromethane sulfonate... 

Methyl trifluoromethane sulfonate 206-376-4 C-1095 Capric acid Emery 659 Emery 6359 NAA-102 Prifrac 2906 Unifat 10 206-392-1 Perfluoroheptane PF-5070 206-397-9 Fluorad FC-26 Perfluorooctanoic acid 206-478-9... 

Methyl trifluoromethane sulfonate C2H3IO2 lodoacetic acid C2H3KO2 Potassium acetate C2H3N Acetonitrile C2H3NO... 

Triflucrcrrsethanesuifonate, FNHj FjCSOj, mp subl CA Registry No 42138-65-5. It is prepd by the reaction of N-fluorourethane with trifluoromethanesulfonic acid in methyl chloride (Ref 6). It is more stable than the salts listed above (Ref 6), and upon subln at low press, it dissociates into fluoramine and trifluoromethane-sulfonic acid without further decompn (Ref 7) Refs 1)0. Ruff L. Staub, ZAnorgChem 198, 32 (1931) CA 25, 5105 (1931) 2) O. Ruff... 

The same authors studied the CL of 4,4,-[oxalylbis(trifluoromethylsulfo-nyl)imino]to[4-methylmorphilinium trifluoromethane sulfonate] (METQ) with hydrogen peroxide and a fluorophor in the presence of a, p, y, and heptakis 2,6-di-O-methyl P-cyclodextrin [66], The fluorophors studied were rhodamine B (RH B), 8-aniline-l-naphthalene sulfonic acid (ANS), potassium 2-p-toluidinylnaph-thalene-6-sulfonate (TNS), and fluorescein. It was found that TNS, ANS, and fluorescein show CL intensity enhancement in all cyclodextrins, while the CL of rhodamine B is enhanced in a- and y-cyclodextrin and reduced in P-cyclodextrin medium. The enhancement factors were found in the range of 1.4 for rhodamine B in a-cyclodextrin and 300 for TNS in heptakis 2,6-di-O-methyl P-cyclodextrin. The authors conclude that this enhancement could be attributed to increases in reaction rate, excitation efficiency, and fluorescence efficiency of the emitting species. Inclusion of a reaction intermediate and fluorophore in the cyclodextrin cavity is proposed as one possible mechanism for the observed enhancement. 

The intramolecular [2+3] cycloaddition of in situ generated azides to iV-methylnitrilium ions has also been used for the preparation of tetrazolium salts. With exclusion of moisture, treatment of 4-azidobutanenitrile 64 with methyl triflate in boiling 1,2-dichloroethane affords 1-methyl-6,7-dihydro-57/-pyrrolo[l,2-< ]tetrazolium trifluoromethane sulfonate 65 in 68% yield (Scheme 6) <1997MI671>. 

Kitazume and Zulfiqar have investigated the Claisen rearrangement of several aromatic allyl ethers in ionic Hquids, catalyzed by scandium(III) trifluoromethane-sulfonate [72]. The reaction initially gave the 2-aUylphenol but this reacted further to give 2-methyl-2,3-dihydrobenzo[b]furan (Scheme 5.1-41). The yields in this reaction were highly dependant on the ionic liquid chosen, with [EDBU][OTf giving the best yields (e.g., 91 % for R = 6-CH3). Reactions in [BMIMjlBFJ and [BMIM][PF j gave low yields (9-12 %). 

The quaternary salts of selenium-nitrogen heterocycles are labile to nucleophiles and can be converted to other heterocyclic systems by ring expansion [82, 103], An example is conversion of 1,2,4-selenadiazolium trifluoromethane sulfonate (67) into 1,3,5-selenadiazine (68) (Scheme 17) [104], 2,3-Dimethyl-1-benzo-l, 3-selenazolium tetrafluoroborate is readily condensed with aromatic aldehydes to 2-styrylselenazole [105] or treated with sodium hydride to give 3-methyl-2-methylene-2,3 -dihydro-1 -benzo-1,3 -selenazole [106],... 

The product from Step 5 (25 mol) was dissolved in CH2CI2 (90 kg), cooled to -30 to -20 °C, and borane-methyl sulfide (27.5 mol) and trimethylsilyl trifluoromethane-sulfonate (32.5 mol) added. After 1 hour, 10% aqueous NaHC03 (40 kg) was added, the mixture warmed to ambient temperature, stirred for 12 hours, and the isomers isolated in 90% yield. 

C4H5F303S prop-2-enyl trifluoromethane sulfonate 41029-45-2 289.75 24.117 1.2 2818 C4H6CI2 1,1-dichloro-2-methyl-l-propene 6065-93-6 381.65 28.649 1,2... 

Pyruvate ketals can be synthesized [161] by direct condensation of a pyruvate ester with a diol in the presence of a Lewis acid, but this is less preferred because of the electron-withdrawing effect of the adjacent carboxylate group [162,163]. Therefore, several indirect methods for the acetalization have been introduced including condensation with pyruvate derivatives [164,165] or generation of the carboxylate group by oxidation of a suitable precursor [166,167,168,169]. A more efficient route to pyruvic acid acetals starts from silylated diols [170] or by the reaction between diols and methyl pyruvate dialkyl dithioacetal [171,172] activated by methyl triflate, dimethyl(methylthio)sulfonium trifluoromethane sulfonate (DMTST), nitroso tetraflu-oroborate (NOBF4), S02Cl2-trifluoromethanesulfonic acid, or Al-Iodosuccinimide (NIS) and trifluoromethanesulfonic acid [173] (O Scheme 24). 

There are reports that doped CPs are soluble in unusual solvents, which are difficult to handle for many reasons. Polyaniline dissolves in concentrated acids such as sulfuric acid, methane, and trifluoromethane sulfonic acids concentrations as high as 20% by weight are possible. After precipitation of the polymer in methyl alcohol, the polymer retains its conductivity and exhibits some crystallinity. And recently, MacDiarmid and others have spun fibers from concentrated H2SO4 solutions. 

Many approaches have been developed for the production of ionic liquid-polymer composite membranes. For example, Doyle et al. [165] prepared RTILs/PFSA composite membranes by swelling the Nafion with ionic liquids. When 1-butyl, 3-methyl imidazolium trifluoromethane sulfonate was used as the ionic liquid, the ionic conductivity ofthe composite membrane exceeded 0.1 S cm at 180 °C. A comparison between the ionic liquid-swollen membrane and the liquid itself indicated substantial proton mobility in these composites. Fuller et al. [166] prepared ionic liquid-polymer gel electrolytes by blending hydrophilic RTILs into a poly(vinylidene fiuoridej-hexafluoropropylene copolymer [PVdF(HFP)] matrix. The gel electrolytes prepared with an ionic liquid PVdF(HFP) mass ratio of 2 1 exhibited ionic conductivities >10 Scm at room temperature, and >10 Scm at 100 °C. When Noda and Watanabe [167] investigated the in situ polymerization of vinyl monomers in the RTILs, they produced suitable vinyl monomers that provided transparent, mechanically strong and highly conductive polymer electrolyte films. As an example, a 2-hydroxyethyl methacrylate network polymer in which BPBF4 was dissolved exhibited an ionic conductivity of 10 S cm at 30 °C. 

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