407-16-9

Usage

Uses

Used in Organic Synthesis:
4-(Trifluoromethylthio)chlorobenzene is used as a key intermediate in organic synthesis for the production of various complex molecules. Its unique structure and reactivity make it a valuable component in the creation of new chemical entities.
Used in Pharmaceutical Production:
In the pharmaceutical industry, 4-(Trifluoromethylthio)chlorobenzene is employed as an intermediate for the synthesis of a range of pharmaceuticals. Its incorporation into drug molecules can enhance their therapeutic properties and contribute to the development of novel treatments.
Used in Agrochemical Production:
4-(Trifluoromethylthio)chlorobenzene also finds application in the agrochemical sector, where it serves as an intermediate in the synthesis of various agrochemicals. Its use in this industry helps in the development of effective solutions for crop protection and enhancement of agricultural productivity.
Safety Considerations:
Due to its high reactivity, 4-(Trifluoromethylthio)chlorobenzene has the potential to cause skin and eye irritation. Therefore, it is crucial to follow proper safety protocols and handle this chemical with care to minimize any adverse effects.

InChI:InChI=1/C6H6FN/c1-5-2-6(7)4-8-3-5/h2-4H,1H3

Upstream product

• 706-29-6 4-chlorophenyl trichloromethyl sulfide 
• 35337-68-9 4-Chloro-benzenethiol anion 
• 75-63-8 Bromotrifluoromethane 
• 637-87-6 1-Chloro-4-iodobenzene 
• 680-15-9 2,2-difluoro-2-(fluorosulfonyl)acetate 
• 1142-19-4 4,4'-dichlorodiphenyl disulfide 
• 2926-29-6 Langlois reagent 
• 40645-42-9 potassium p-chlorobenzene thiolate 
• 2314-97-8 iodotrifluoromethane 
• 135303-73-0 lithium (4-chlorophenyl)thiolate 
• 106-54-7 p-Chlorothiophenol 
• 55642-42-7 bis(trifluoromethyl)tellurium 
• 108-98-5 thiophenol 
• 81290-20-2 (trifluoromethyl)trimethylsilane 

Downstream Products

• 383-11-9 4-(trifluoromethylsulfonyl)chlorobenzene 
• 83975-68-2 2-Chloro-5-(trifluoromethylthio)benzyl Chloride 
• 84884-62-8 4-Chloro-2-chloromethyl-1-trifluoromethylsulfanyl-benzene 
• 2206-83-9 1,2,4,5-tetra(chloromethyl)benzene 
• 1948-15-8 <4-Chlor-2-nitro-phenyl>-trifluormethyl-sulfoxid 
• 70350-13-9 (4-chlorophenyl)difluoro(trifluoromethyl)-λ⁴ 4-sulfane 
• 2189-44-8 (2-Amino-4-chlor-phenyl)-trifluormethyl-sulfon 
• 1948-10-3 (2-Amino-4-chlor-phenyl)-trifluormethyl-sulfoxid 
• 1948-14-7 (4-Chlor-2-nitro-phenyl)-trifluormethylsulfon 
• 1948-16-9 (4-Chlor-3-nitro-phenyl)-trifluormethylsulfoxid 
• 83547-68-6 1-(2-hydroxyethoxy)-2,6-dinitro-4-((trifluoromethyl)sulfohyl)benzene 
• 360-00-9 2-nitro-4-((trifluoromethyl)sulfonyl)anisole 
• 1550-27-2 1-chloro-2-nitro-4-[(trifluoromethyl)sulfonyl]benzene 
• 19822-29-8 2,6-dinitro-4-((trifluoromethyl)sulfonyl)anisole 

Relevant academic research and scientific papers

Transition-Metal-Free Synthesis of Aryl Trifluoromethyl Thioethers through Indirect Trifluoromethylthiolation of Sodium Arylsulfinate with TMSCF3

Herein, we report an indirect trifluoromethylthiolation of sodium arylsulfinates. This transition-metal-free reaction significantly provides an environmentally friendly and practical synthetic method for aryl trifluoromethyl thioethers using commercial Ruppert-Prakash reagent TMSCF3. This approach is also a potential alternative to the current industrial production method owing to facile substrates, excellent functional group compatibility, and operational simplicity.

Electrochemical Trifluoromethylation of Thiophenols with Sodium Trifluoromethanesulfinate

We developed an electrochemical trifluoromethylation of thiophenols without the use of metal catalysts and oxidants. This reaction features mild reaction conditions, readily available substrate, as well as moderate to good yields. In addition, this protocol can be easily scaled up with moderate efficiency.

Perfluoroalkylation of Thiosulfonates: Synthesis of Perfluoroalkyl Sulfides

A practical synthesis of perfluoroalkyl sulfides is described. The method employs stable and readily accessible thiosulfonates as new electrophiles with commercial nucleophilic perfluoroalkylating reagents. The mild reaction conditions allow access to a wide variety of both aryl- and alkyl-substituted perfluoroalkyl sulfides amenable to pharmaceutical development. Furthermore, the reaction operation is straightforward, odorless, does not produce toxic wastes, and, therefore should appeal to practitioners in industrial-scale productions.

Transition-Metal-Free ipso-Trifluoromethylthiolation of Lithium Aryl Boronates

A transition-metal-free direct trifluoromethylthiolation of the ipso-carbon of lithium aryl boronates with trifluoromethanesulfenate under mild conditions was described. In addition, late-stage site-selective C-H borylation/trifluoromethylation and C-Cl b

Merging hypervalent iodine and sulfoximine chemistry: A new electrophilic trifluoromethylation reagent

Electrophilic trifluoromethylation is at the forefront of methodologies available for the installation of the CF3 moiety to organic molecules; research in this field is largely spurred by the availability of stable and accessible trifluoromethy

Metal-free trifluoromethylthiolation of arenediazonium salts with Me4NSCF3

A metal-free entry to the pharmaceutically meaningful substrate class of trifluoromethyl thioethers has been developed starting from widely available arenediazonium salts and commercially available Me4N+SCF3?. This reaction proceeds within one hour at 0 °C and is applicable to a wide range of functionalized substrates.

Fluorodecarboxylation: Synthesis of aryl trifluoromethyl ethers (ArOCF3) and thioethers (ArSCF3)

Fluorodecarboxylation of aryloxydifluoroacetic acid (ArOCF2CO2H) and arylmercaptodifluoroacetic acid (ArSCF2CO2H) towards ArXCF3 (X = O, S) using silver (I) salts in the presence of Selectfluor in a biphasic system with trifluoroacetic acid additive is discussed.

Cu-mediated oxidative trifluoromethylthiolation of arylboronic acids with (bpy)CuSCF3

An efficient trifluoromethylthiolation reaction of arylboronic acids with (bpy)CuSCF3in the presence of oxygen at room temperature is described. This method produces a variety of aryl trifluoromethylthioether derivatives in good to high yield. The mechanism of this trifluoromethylthiolation is discussed as well.

Silver-catalyzed fluoroalkylation of thiols using fluoroalkanesulfinates

A practical sliver-catalyzed fluoroalkylation of aryl-, heteroaryl- and alkylthiols has been developed. The reaction has a good functional-group tolerance and excellent selectivity. A variety of stable and solid fluoroalkanesulfinates including di- and perfluoroalkanesulfinates can be employed. This methodology provides a straightforward and streamlined access to perfluoroalkylthiolated organic molecules. [Figure presented]

Sandmeyer-Type Trifluoromethylthiolation and Trifluoromethylselenolation of (Hetero)Aromatic Amines Catalyzed by Copper

Aromatic and heteroaromatic diazonium salts were efficiently converted into the corresponding trifluoromethylthio- or selenoethers by reaction with Me4NSCF3 or Me4NSeCF3, respectively, in the presence of catalytic amounts of copper thiocyanate. These Sandmeyer-type reactions proceed within one hour at room temperature, are applicable to a wide range of functionalized molecules, and can optionally be combined with the diazotizations into one-pot protocols.