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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. The triflyl group is often represented by –Tf. The related triflate group (trifluoromethanesulfonate) has the formula R−OSO 2 CF 3, and is represented by –OTf. [1]
Triflidic acid (IUPAC name: tris[(trifluoromethyl)sulfonyl]methane, abbreviated formula: Tf 3 CH) is an organic superacid.It is one of the strongest known carbon acids and is among the strongest Brønsted acids in general, with an acidity exceeded only by the carborane acids.
Trifluoromethanesulfonyl chloride (or triflyl chloride, CF3SO2Cl) can be used in a highly efficient method to introduce a trifluoromethyl group to aromatic and heteroaromatic systems, including known pharmaceuticals such as Lipitor. The chemistry is general and mild, and uses a photoredox catalyst and a light source at room temperature. [27]
For example, n-butyl triflate can be written as CH 3 CH 2 CH 2 CH 2 OTf. The corresponding triflate anion , CF 3 SO − 3 , is an extremely stable polyatomic ion ; this comes from the fact that triflic acid ( CF 3 SO 3 H ) is a superacid ; i.e. it is more acidic than pure sulfuric acid , already one of the strongest acids known.
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.
Trifluoromethanesulfonic anhydride, also known as triflic anhydride, is the chemical compound with the formula (CF 3 SO 2) 2 O. It is the acid anhydride derived from triflic acid . This compound is a strong electrophile , useful for introducing the triflyl group , CF 3 SO 2 .
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 ...
Methanesulfonyl chloride (mesyl chloride) is an organosulfur compound with the formula CH 3 SO 2 Cl. Using the organic pseudoelement symbol Ms for the methanesulfonyl (or mesyl) group CH 3 SO 2 –, it is frequently abbreviated MsCl in reaction schemes or equations. It is a colourless liquid that dissolves in polar organic solvents but is ...