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An early report (1949) describes the photochemical reaction of iodotrifluoromethane with ethylene to 3-iodo-1,1,1-trifluoropropane. [53] Reagents that have been reported for the direct trifluoromethylation of arenes are CF 3 I, CF 3 Br (thermal or photochemical), silver trifluoroacetate /TiO 2 (photochemical) and sodium ...
Methyl trifluoromethanesulfonate, also commonly called methyl triflate and abbreviated MeOTf, is the organic compound with the formula CF 3 SO 2 OCH 3.It is a colourless liquid which finds use in organic chemistry as a powerful methylating agent. [2]
An additional stabilization is achieved by the trifluoromethyl group, which acts as a strong electron-withdrawing group using the sulfur atom as a bridge. Triflates have also been applied as ligands for group 11 and 13 metals along with lanthanides. Lithium triflates are used in some lithium ion batteries as a component of the electrolyte.
Trifluoromethyl group covalently bonded to an R group. The trifluoromethyl group is a functional group that has the formula-CF 3. The naming of is group is derived from the methyl group (which has the formula -CH 3), by replacing each hydrogen atom by a fluorine atom. Some common examples are trifluoromethane H– CF 3, 1,1,1-trifluoroethane H ...
Triflyl group. In organic chemistry, the triflyl group (systematic name: trifluoromethanesulfonyl group) is a functional group with the formula R−SO 2 CF 3 and structure R−S(=O) 2 −CF 3.
Unlike the phenyl sulfones, this alkoxide intermediate (2) is more reactive and will undergo a Smiles rearrangement to give the sulfinate salt (4). The sulfinate salt (4) will spontaneously eliminate sulfur dioxide and lithium benzothiazolone (5) producing the desired alkene (6). The mechanism of the benzothiazole variation of the Julia olefination
[1] Its p K a value in water cannot be accurately determined but in acetonitrile it has been estimated as −0.10 and in 1,2-dichloroethane −12.3 (relative to the p K a value of 2,4,6-trinitrophenol ( picric acid ), anchored to zero to crudely approximate the aqueous p K a scale [ 2 ] ), making it more acidic than triflic acid (p K a MeCN = 0 ...
It is also used as an acidic titrant in nonaqueous acid-base titration because it behaves as a strong acid in many solvents (acetonitrile, acetic acid, etc.) where common mineral acids (such as HCl or H 2 SO 4) are only moderately strong. With a K a = 5 × 10 14, pK a = −14.7 ± 2.0, [1] triflic acid qualifies as a superacid. It owes many of ...