88489-60-5

Basic information

• Product Name: METHYL 4-TRIFLUOROMETHYLTHIO BENZOATE
• Synonyms: RARECHEM AL BF 0368;METHYL 4-TRIFLUOROMETHYLTHIO BENZOATE;Methyl 4-[(trifluoroMethyl)sulfanyl]benzoate;Methyl4-[(trifluoromethyl)sulphanyl]benzoate
• CAS NO: 88489-60-5
• Molecular Formula: C₉H₇F₃O₂S
• Molecular Weight: 236.21
• Mol File: 88489-60-5.mol
• Article Data: 21

Chemical Properties

• Boiling Point: 205.8°C at 760 mmHg
• Flash Point: 78.3°C
• Appearance: /
• Density: 1.36g/cm³
• Vapor Pressure: 0.245mmHg at 25°C
• Refractive Index: 1.501
• CAS DataBase Reference: METHYL 4-TRIFLUOROMETHYLTHIO BENZOATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 4-TRIFLUOROMETHYLTHIO BENZOATE(88489-60-5)
• EPA Substance Registry System: METHYL 4-TRIFLUOROMETHYLTHIO BENZOATE(88489-60-5)

Safety Data

• Hazard Codes: F
• Hazardous Substances Data: 88489-60-5(Hazardous Substances Data)

Usage

General Description

Methyl 4-trifluoromethylthio benzoate is an organic compound with the chemical formula C9H7F3O2S. It is a colorless to yellow liquid with a melting point of -9°C and a boiling point of 184-186°C. It is used as an intermediate in the synthesis of pharmaceuticals and agricultural chemicals. The trifluoromethylthio group in the compound imparts unique reactivity and properties, making it valuable in organic chemistry. It is also used as a flavor and fragrance ingredient in the production of perfumes and other consumer products. This chemical may be harmful if ingested, inhaled, or absorbed through the skin, and can cause irritation to the eyes, skin, and respiratory system.

InChI:InChI=1/C9H7F3O2S/c1-14-8(13)6-2-4-7(5-3-6)15-9(10,11)12/h2-5H,1H3

Upstream product

• 99768-12-4 4-methoxycarbonylphenylboronic acid 
• 619-45-4 4-methoxycarbonyl aniline 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 333-47-1 1-bromo-4-(trifluoromethyl)thiobenzene 
• 67-56-1 methanol 
• 330-14-3 4-(trifluoromethylthio)benzoyl chloride 
• 6302-65-4 methyl 4-mercaptobenzoate 
• 2926-29-6 Langlois reagent 
• 348-06-1 p-carboethoxybenzenediazonium tetrafluoroborate 
• 330-17-6 4-(trifluoromethylthio)benzoic acid 
• 811-68-7 silver(I) trifluoromethanethiolate 
• 1413732-47-4 (2,2'-bipyride-kN₁,kN₁')(1,1,1-trifluoromethanethiolato-kS)-copper 
• 619-44-3 methyl 4-iodobenzoate 
• 3872-23-9 Copper(I) trifluoromethanethiolate 

Downstream Products

• 312-22-1 4-((trifluoromethyl)sulfonyl)benzoic acid 
• 88489-67-2 methyl 4-((trifluoromethyl)sulfonyl)benzoate 
• 330-17-6 4-(trifluoromethylthio)benzoic acid 

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.

Metal-Free Trifluoromethylthiolation of Arylazo Sulfones

A visible-light-driven protocol for the synthesis of aryl trifluoromethyl thioethers under photocatalyst- and metal-free conditions has been pursued. The procedure exploits the peculiar properties of arylazo sulfones (having electron-rich or electron-poor substituents on the (hetero)aromatic ring) as photochemical precursors of aryl radicals and S-trifluoromethyl arylsulfonothioates as easy-to-handle trifluoromethylthiolating agents.

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.