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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]
The first to investigate trifluoromethyl groups in relationship to biological activity was F. Lehmann in 1927. [5] An early review appeared in 1958. [6] An early synthetic method was developed by Frédéric Swarts in 1892, [7] based on antimony fluoride. In this reaction benzotrichloride was reacted with SbF 3 to form PhCF 2 Cl and PhCF 3.
Trichlorobenzene (TCB) may refer to any of three isomeric chlorinated derivatives of benzene with the molecular formula C 6 H 3 Cl 3. They differ by the positions of the chlorine atoms around the ring: 1,2,3-Trichlorobenzene; 1,2,4-Trichlorobenzene; 1,3,5-Trichlorobenzene
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 ...
However, the use of dichloromethane is avoided since it can generate highly explosive azido-chloromethane and diazidomethane. The reaction may also instead be conducted in toluene, [3] acetonitrile, or pyridine. [4] Tf 2 O + NaN 3 → TfN 3 + NaOTf (Tf = CF 3 SO 2) An alternative route starts from imidazole-1-sulfonyl azide. [5]
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.