347-55-7

Usage

Uses

Used in Pharmaceutical Industry:
2-(TRIFLUOROMETHYLTHIO)ANILINE is used as an intermediate compound for the synthesis of various pharmaceutical products. Its stability and inertness make it a valuable component in the development of new drugs.
Used in Pesticide Industry:
2-(TRIFLUOROMETHYLTHIO)ANILINE is used as a key ingredient in the formulation of certain pesticides. Its chemical properties contribute to the effectiveness and longevity of these products in controlling pests and diseases in agriculture.
Used in Chemical Research:
2-(TRIFLUOROMETHYLTHIO)ANILINE is used as a research compound in various scientific studies. Its unique structure and properties make it an interesting subject for exploration in the field of organic chemistry and related disciplines.

InChI:InChI=1/C11H11FO4/c1-16-10-4-2-7(6-8(10)12)9(13)3-5-11(14)15/h2,4,6H,3,5H2,1H3,(H,14,15)

Upstream product

• 2314-97-8 iodotrifluoromethane 
• 137-07-5 2-amino-benzenethiol 
• 22230-23-5 N-(2-trifluoromethylsulfanyl-phenyl)-phthalimide 
• 2926-29-6 Langlois reagent 
• 887144-97-0 Togni's reagent 

Downstream Products

• 917513-65-6 4-(perfluoropropan-2-yl)-2-((trifluoromethyl)thio)aniline 
• 1214756-31-6 1-(2-cyclopropylethynyl)-2-trifluoromethylsulfanyl-benzene 
• 917513-22-5 N-(2-bromo-4-heptafluoroisopropyl-6-trifluoromethylthio)phneyl 3-[(N'-benzoyl-N'-methyl)amino]benzamide 
• 917513-74-7 2-bromo-4-heptafluoroisopropyl-6-(trifluoromethylthio)aniline 
• 917513-81-6 N-(2-bromo-4-heptafluoroisopropyl-6-trifluoromethylthio)phenyl 3-nitrobenzamide 
• 917513-83-8 N-(2-bromo-4-heptafluoroisopropyl-6-trifluoromethylthio)phenyl 3-aminobenzamide 
• 917513-91-8 N-(2-bromo-4-heptafluoroisopropyl-6-trifluoromethylthio)phenyl 3-(methylamino)benzamide 
• 917514-20-6 N-[2-bromo-4-heptafluoroisopropyl-6-(trifluoromethyl)sulfinyl]phenyl 3-(methylamino)benzamide 
• 917514-19-3 N-[2-bromo-4-heptafluoroisopropyl-6-(trifluoromethyl)sulfinyl]phenyl 3-aminobenzamide 
• 17128-14-2 4-Dimethylamino-2'-trifluormethylmercapto-azobenzol 
• 1644-87-7 1-nitro-2-[(trifluoromethyl)thio]benzene 

Relevant academic research and scientific papers

Trifluoromethylation of thiophenols and thiols with sodium trifluoromethanesulfinate and iodine pentoxide

A selective and facile trifluoromethylation process for a wide range of thiophenols and thiols under metal free conditions has been developed using two simple and safe solids, sodium trifluoro-methanesulfinate and iodine pentoxide, via the radical process.

Convenient synthesis and isolation of trifluoromethylthio-substituted building blocks

Various aryl-, heteroaryl-, and alkyl mercaptanes (RSH, 1a-r) were treated with a slight excess of NaH suspended in DMF to make the appropriate sodium thiolates (RSNa), which then reacted with 1.3 equivalent of CF3I at room temperature for overnight to afford the appropriate trifluoromethyl sulfides (CF3SR, 2) in fair to good yields. The radical chain alkylation reaction was effective without the use of UV irradiation with all but three substrates (thiosalicylic acid, 1k; 2-mercaptobenzimidazole, 1q; and 3-mercaptopropionic acid, 1r). Steam-distillation was found as an effective and easy to upscale means for the isolation of these volatile and water immiscible sulfides. The CF3I reagent gas was conveniently weighed and delivered to the reaction mixture by the balloon technique or as a preliminary made stock solution in DMF or DMSO. The sulfides 2 obtained here were assayed by GC and characterized by 1H, 13C, 19F NMR and MS spectroscopy.

Mild electrophilic trifluoromethylation of carbon- and sulfur-centered nucleophiles by a hypervalent iodine(III)-CF3 reagent

Inexpensive, recyclable, and activable: these are the features of a new mild electrophilic trifluoromethylation reagent that can be used to transfer a CF3 group to C-centered nucleophiles, such as β-keto esters and α-nitro esters, and to S-centered nucleophiles (see scheme). (Chemical Equation Presented).

Process for preparing perfluoroalkyl aryl sulfides and novel perfluoroalkyl aryl sulfides

This invention relates to a process for preparing perfluoroalkyl aryl sulfides by reaction of disulfides with alkali metal salts of aliphatic perfluorocarboxylic acids in the presence of a high-boiling aprotic solvent at elevated temperature and reduced pressure, wherein the product formed is distilled off at the rate at which it is formed. This invention further relates to the novel compounds 2-nitrophenyl pentafluoroethyl sulfide and 2-aminophenyl pentafluoroethyl sulfide.

Ion-radical perfluoroalkylation. Part 11. Perfluoroalkylation of thiols by perfluoroalkyl iodides in the absence of initiators

Perfluoroalkylation of aliphatic, aromatic and heterocyclic thiols by perfluoroalkyl iodides in the presence of Et3N appears to occur spontaneously under daylight or the usual laboratory lighting conditions at 20-22 deg C and is complete in 10-15 min to 2-3 h.An exception to this rule are thiols with a low nucleophilicity.The reaction is accompanied by thiol oxidation (2percent-3percent) and depends directly on the temperature, lighting, solvent polarity and electronic properties of the perfluoroalkylating agents and of the thiol substituents.At the same time, formation of diaryl disulphides frequently occurs contrary to above rules.The reaction mechanism is discussed. - Keywords: Ion-radical perfluoroalkylation; Thiols; Perfluoroalkyl iodides; Reaction mechanism; Nucleophilicity; NMR spectroscopy