15223-20-8

Usage

Uses

Used in Pharmaceutical and Agrochemical Synthesis:
4-Methylbenzene-1-thiosulfonic acid S-trifluoromethyl ester is used as a reagent for the synthesis of various pharmaceuticals and agrochemicals. Its trifluoromethyl group contributes to the stability and lipophilicity of the synthesized compounds, which is crucial for their effectiveness and bioavailability.
Used as a Photoinitiator in Polymerization:
In the polymer industry, 4-Methylbenzene-1-thiosulfonic acid S-trifluoromethyl ester serves as a photoinitiator for the polymerization of light-sensitive materials. Its ability to initiate polymerization reactions upon exposure to light makes it a valuable component in the production of polymers with specific properties.
Used as a Crosslinking Agent in Plastics and Coatings:
4-Methylbenzene-1-thiosulfonic acid S-trifluoromethyl ester is also utilized as a crosslinking agent in the production of plastics and coatings. Its role in creating crosslinks between polymer chains enhances the mechanical properties and durability of the final products.
Overall, the diverse applications of 4-Methylbenzene-1-thiosulfonic acid S-trifluoromethyl ester in different industries, including pharmaceuticals, agrochemicals, polymers, and coatings, make it a compound of significant interest to researchers and manufacturers.

InChI:InChI=1/C8H7F3O2S2/c1-6-2-4-7(5-3-6)15(12,13)14-8(9,10)11/h2-5H,1H3

Upstream product

• 1045821-71-3 N-[(trifluoromethyl)sulfanyl]aniline 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 98-59-9 p-toluenesulfonyl chloride 
• 1045822-03-4 4-methyl-N-[(trifluoromethyl)sulfanyl]benzene-1-sulfonamide 
• 421-17-0 Trifluoromethylsulfenyl chloride 

Downstream Products

• 3541-14-8 phenyl toluene-4-thiosulfonate 
• 16601-02-8 S-benzyl 4-methylbenzenethiosulfonate 
• 78914-94-0 4-methoxyphenyl trifluoromethylsulfide 
• 75168-99-9 1-methoxy-2-[(trifluoromethyl)sulfanyl]benzene 
• 461-84-7 (4-trifluoromethylthio)phenol 
• 332-26-3 4-[(trifluoromethyl)sulphanyl]benzenecarbonitrile 
• 587-19-9 ethyl 4-[(trifluoromethyl)sulfanyl]benzoate 
• 940-76-1 (4-fluorophenyl)(trifluoromethyl)thioether 
• 372-15-6 1-iodo-4-(trifluoromethylsulfanyl)benzene 
• 352-68-1 4-trifluoromethylthiotoluene 

Relevant academic research and scientific papers

Visible-Light-Mediated Synthesis of Trifluoromethylthiolated Arenes

The visible-light-mediated synthesis of trifluoromethylthiolated arenes in the presence of ruthenium-based photocatayst under mild reaction conditions is reported. The trifluoromethylthiolated arenes are obtained using the shelf-stable reagent trifluoromethyl toluenethiosulfonate at room temperature. The reaction proceeds selectively and does not require the presence of any additive. A mechanism is proposed based on the obtained results of EPR as well as luminescence.

Generation of trifluoromethyl thiolsulphonate through one-pot reaction of sulfonyl chloride and trifluoromethanesulfanylamides

A novel and efficient tandem reaction of sulfonyl chloride and trifluoromethylsulfanylamide is described here for the synthesis of various trifluoromethyl thiolsulphonates with a broad functional group tolerance. In the process, it is believed that sulfinate generated from sulfonyl chloride is a critical intermediate and the additive 4-methylbenzenesulfonic acid (p-TsOH) facilitates the formation of “CF3S+”. Electrophilic trifluoromethylthiolation of in situ generated sulfinate and “CF3S+” provides the final products.

Remote trifluoromethylthiolation of alcohols under visible light

An unprecedented remote and regioselective trifluoromethylthiolation reaction of alcohols was developed. Under mild conditions, a panel of free-alcohols was selectively functionalized with TolSO2SCF3 reagent as the SCF3 source in the presence of hypervalent iodide (PIDA) under blue light irradiation. This approach offered an operationally simple tool for the construction of a challenging C(sp3)-SCF3 bond at the δ-position of an alcohol by C(sp3)-H bond functionalization. Initial mechanistic studies suggested a radical pathway.