352-68-1

Basic information

• Product Name: 4-(TRIFLUOROMETHYLTHIO)TOLUENE
• Synonyms: 1-METHYL-4-TRIFLUOROMETHYLSULFANYL-BENZENE;4-(TRIFLUOROMETHYLTHIO)TOLUENE;4-TOLUENE TRIFLUOROMETHYL SULPHIDE;4-Methylphenyl trifluoromethyl sulphide;p-Tolyl(trifluoromethyl)sulfane
• CAS NO: 352-68-1
• Molecular Formula: C₈H₇F₃S
• Molecular Weight: 192.2
• Mol File: 352-68-1.mol
• Article Data: 38

Chemical Properties

• Boiling Point: 130.4°Cat760mmHg
• Flash Point: 32.6°C
• Appearance: /
• Density: 1.25g/cm³
• Vapor Pressure: 11.9mmHg at 25°C
• Refractive Index: 1.493
• Storage Temp.: Refrigerated.
• CAS DataBase Reference: 4-(TRIFLUOROMETHYLTHIO)TOLUENE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(TRIFLUOROMETHYLTHIO)TOLUENE(352-68-1)
• EPA Substance Registry System: 4-(TRIFLUOROMETHYLTHIO)TOLUENE(352-68-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 352-68-1(Hazardous Substances Data)

Usage

General Description

4-(Trifluoromethylthio)toluene is a chemical compound with the molecular formula C8H7F3S. It is a colorless to pale yellow liquid with a strong, sweet odor. 4-(TRIFLUOROMETHYLTHIO)TOLUENE is used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. It is also used as a reagent in organic synthesis and as a solvent for organic reactions. 4-(Trifluoromethylthio)toluene is flammable and may be harmful if inhaled, ingested, or absorbed through the skin, so proper safety precautions should be taken when handling this chemical.

InChI:InChI=1/C8H7F3S/c1-6-2-4-7(5-3-6)12-8(9,10)11/h2-5H,1H3

Upstream product

• 2976-38-7 p-tolyltrichloromethylsulfide 
• 421-17-0 Trifluoromethylsulfenyl chloride 
• 696-61-7 4-tolylmagnesium chloride 
• 75-63-8 Bromotrifluoromethane 
• 26330-85-8 4-Methyl-benzenethiol anion 
• 31367-69-8 potassium p-tolylthiolate 
• 33453-95-1 lithium p-toluenethiolate 
• 680-15-9 2,2-difluoro-2-(fluorosulfonyl)acetate 
• 106-38-7 para-bromotoluene 
• 106-45-6 para-thiocresol 
• 2314-97-8 iodotrifluoromethane 
• 42530-92-7 trifluoromethyl-sulfenyl acetate 
• 108-88-3 toluene 
• 55642-42-7 bis(trifluoromethyl)tellurium 

Downstream Products

• 383-10-8 1-methyl-4-(trifluoromethylsulfonyl)benzene 
• 393-99-7 (4-methyl-2-nitro-phenyl)-trifluoromethyl sulfoxide 
• 21101-63-3 4-(trifluoromethylthio)benzyl bromide 
• 330-17-6 4-(trifluoromethylthio)benzoic acid 
• 126300-91-2 2-Amino-3-(4-trifluoromethylsulfanyl-phenyl)-propionic acid 
• 126300-87-6 2-Formylamino-2-(4-trifluoromethylsulfanyl-benzyl)-malonic acid diethyl ester 
• 118089-89-7 1-(bromomethyl)-4-(trifluoromethylsulfonyl)benzene 
• 194222-98-5 p-trifluoromethanesulfonylbenzyltriflone 
• 1026557-06-1 4,4,4-Trifluoro-2-(4-isopropylsulfanyl-benzyl)-3-oxo-butyric acid ethyl ester 
• 363-98-4 (4-methyl-2-nitro-phenyl)-trifluoromethyl sulfone 
• 4021-50-5 4-(trifluoromethylthio)benzaldehyde 
• 21101-66-6 1-(4-((trifluoromethyl)thio)phenyl)ethan-1-ol 
• 21101-69-9 1,2-Dibrom-1-<4-trifluormethylmercapto-phenyl>-aethan 
• 775-28-0 1-ethenyl-4-[(trifluoromethyl)thio]benzene 

Relevant articles and documents

PERFLUOROALKYLATION OF THIOLS BY PERFLUOROALKYLBROMIDES

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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.

Trifluoromethyl Sulfoxides: Reagents for Metal-Free C?H Trifluoromethylthiolation

Trifluoromethyl sulfoxides are a new class of trifluoromethylthiolating reagent. The sulfoxides engage in metal-free C?H trifluoromethylthiolation with a range of (hetero)arenes. The method is also applicable to the functionalization of important compound classes, such as ligand derivatives and polyaromatics, and in the late-stage trifluoromethylthiolation of medicines and agrochemicals. The isolation and characterization of a sulfonium salt intermediate supports an interrupted Pummerer reaction mechanism.

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.