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A derivative of trifluorotoluene, 3-aminobenzotrifluoride, is the precursor to the herbicide fluometuron. [3] It is synthesized via nitration followed by reduction to meta-H 2 NC 6 H 4 CF 3. This aniline is then converted to the urea. Flumetramide (6-[4-(trifluoromethyl)phenyl]morpholin-3-one), a skeletal muscle relaxant, is also prepared from ...
The sulfonyl chlorides and fluorides are of dominant importance in this series. [1] [2] Sulfonyl halides have tetrahedral sulfur centres attached to two oxygen atoms, an organic radical, and a halide. In a representative example, methanesulfonyl chloride, the S=O, S−C, and S−Cl bond distances are respectively 142.4, 176.3, and 204.6 pm. [3]
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.
Benzenesulfonyl chloride is an organosulfur compound with the formula C 6 H 5 SO 2 Cl. It is a colourless viscous oil that dissolves in organic solvents, but reacts with compounds containing reactive N-H and O-H bonds. It is mainly used to prepare sulfonamides and sulfonate esters by reactions with amines and alcohols, respectively. [1]
Triflic acid, the short name for trifluoromethanesulfonic acid, TFMS, TFSA, HOTf or TfOH, is a sulfonic acid with the chemical formula CF 3 SO 3 H. It is one of the strongest known acids. Triflic acid is mainly used in research as a catalyst for esterification. [2] [3] It is a hygroscopic, colorless, slightly viscous liquid and is soluble in ...
Structure of [(C 5 Me 5) 2 Ti(FC 6 H 5)] +, a coordination complex of fluorobenzene. PhF is a useful solvent for highly reactive species. Its melting point at -44 °C is lower than that of benzene. In contrast, the boiling points of PhF and benzene are very similar, differing by only 4 °C.
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 3 C – CF 3, and hexafluoroacetone F 3 C –CO– CF 3.