407-16-9

Basic information

• Product Name: 4-(Trifluoromethylthio)chlorobenzene
• Synonyms: 4-CHLOROPHENYL TRIFLUOROMETHYL SULFIDE;4-CHLOROPHENYLTRIFLUOROMETHYLSULPHIDE;4-(TRIFLUOROMETHYLTHIO)CHLOROBENZENE;1-CHLORO-4-(TRIFLUOROMETHYLTHIO)BENZENE;4-Chlorophenyl(trifluoromethoxy)Sulfide;1-Chloro-4-(trifluoromethylthio)benzene 98%;1-Chloro-4-(trifluoromethylthio)benzene98%;Trifluoromethyl p-chlorophenyl sulfide
• CAS NO: 407-16-9
• Molecular Formula: C₇H₄ClF₃S
• Molecular Weight: 212.62
• Mol File: 407-16-9.mol
• Article Data: 39

Chemical Properties

• Boiling Point: 175°C
• Flash Point: 42 °C
• Appearance: /
• Density: 1.43 g/cm³
• Vapor Pressure: 10.914mmHg at 25°C
• Refractive Index: 1.477
• CAS DataBase Reference: 4-(Trifluoromethylthio)chlorobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(Trifluoromethylthio)chlorobenzene(407-16-9)
• EPA Substance Registry System: 4-(Trifluoromethylthio)chlorobenzene(407-16-9)

Safety Data

• Hazard Codes: T
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39
• HazardClass: TOXIC
• Hazardous Substances Data: 407-16-9(Hazardous Substances Data)

Usage

General Description

4-(Trifluoromethylthio)chlorobenzene is a chemical compound with the molecular formula C7H4ClF3S. It is a colorless liquid with a molecular weight of 204.6 g/mol. 4-(Trifluoromethylthio)chlorobenzene is used in organic synthesis and as an intermediate in the production of pharmaceuticals, agrochemicals, and other fine chemicals. It is also used as a building block for the synthesis of various complex molecules. 4-(Trifluoromethylthio)chlorobenzene is a highly reactive compound and requires careful handling due to its potential for causing skin and eye irritation. It is important to follow proper safety protocols when working with this chemical.

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

Upstream product

• 637-87-6 1-Chloro-4-iodobenzene 
• 680-15-9 2,2-difluoro-2-(fluorosulfonyl)acetate 
• 75-63-8 Bromotrifluoromethane 
• 40645-42-9 potassium p-chlorobenzene thiolate 
• 55642-42-7 bis(trifluoromethyl)tellurium 
• 108-98-5 thiophenol 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 933-01-7 4-chloro-benzenesulfenyl chloride 
• 123-09-1 4-chlorophenyl methyl sulfide 
• 421-17-0 Trifluoromethylsulfenyl chloride 
• 456-56-4 phenyl trifluoromethylsulfide 
• 108-90-7 chlorobenzene 
• 3872-23-9 Copper(I) trifluoromethanethiolate 
• 14752-66-0 sodium p-chlorobenzenesulphinate 

Downstream Products

• 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 
• 95970-28-8 C₈H₄ClF₆NO₂S₂ 
• 944-30-9 p-fluorophenyl trifluoromethyl sulfone 
• 432-84-8 4-Hydroxyphenyltrifluoromethylsulphone 
• 63509-37-5 4,4'-Di(trifluormethylsulfonyl)-diphenylaether 
• 708-66-7 p-chlorophenyl trifluoromethyl sulfoxide 
• 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 

Relevant articles and documents

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.

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