347-55-7

Basic information

• Product Name: 2-(TRIFLUOROMETHYLTHIO)ANILINE
• Synonyms: O-TRIFLUOROMETHYLTHIOANILINE;BUTTPARK 44\10-20;2-(TRIFLUOROMETHYLTHIO)ANILINE;2-[(TRIFLUOROMETHYL)SULFANYL]ANILINE;2-AMINOPHENYL TRIFLUOROMETHYL SULPHIDE;2-[(trifluoromethyl)thio]-benzenamin;2-(Trifluoromethylthio)aniline, 97+%;2-Aminophenyltrifluoromethylsulfide
• CAS NO: 347-55-7
• Molecular Formula: C₇H₆F₃NS
• Molecular Weight: 193.19
• EINECS: 206-473-1
• Mol File: 347-55-7.mol
• Article Data: 5

Chemical Properties

• Melting Point: 30-34 °C
• Boiling Point: 153.6 °C at 760 mmHg
• Flash Point: 90 °C
• Appearance: /
• Density: 1.37 g/cm³
• Vapor Pressure: 6.78E-08mmHg at 25°C
• Refractive Index: 1.52
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-(TRIFLUOROMETHYLTHIO)ANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(TRIFLUOROMETHYLTHIO)ANILINE(347-55-7)
• EPA Substance Registry System: 2-(TRIFLUOROMETHYLTHIO)ANILINE(347-55-7)

Safety Data

• Hazard Codes: T,Xi,Xn
• Statements: 20/21/22-36/37-39-36/37/38-22
• Safety Statements: 23-36/37/39-45-26
• RIDADR: 2811
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 347-55-7(Hazardous Substances Data)

Usage

General Description

2-(Trifluoromethylthio)aniline is a chemical compound that belongs to the class of organic compounds known as aniline and substituted anilines. In this compound, the aniline moiety is substituted by a trifluoromethylthio group. The trifluoromethylthio group makes the resulting compound highly stable and inert, characteristics that are often desirable in the manufacture of various products such as pharmaceuticals, pesticides, and others. It is known under the CAS Registry Number, 1040358-72-1. Although it is not naturally occurring, it can be chemically synthesized under controlled conditions in a laboratory. As a chemical substance, it should be handled with care due to possible risks and hazards associated with its use.

InChI:InChI=1/C11H11FO4/c1-16-10-4-2-7(6-8(10)12)9(13)3-5-11(14)15/h2,4,6H,3,5H2,1H3,(H,14,15)

Upstream product

• 2314-97-8 iodotrifluoromethane 
• 137-07-5 2-amino-benzenethiol 
• 22230-23-5 N-(2-trifluoromethylsulfanyl-phenyl)-phthalimide 
• 887144-97-0 Togni's reagent 
• 2926-29-6 Langlois reagent 

Downstream Products

• 17128-14-2 4-Dimethylamino-2'-trifluormethylmercapto-azobenzol 
• 917513-65-6 4-(perfluoropropan-2-yl)-2-((trifluoromethyl)thio)aniline 
• 1214756-31-6 1-(2-cyclopropylethynyl)-2-trifluoromethylsulfanyl-benzene 
• 1644-87-7 1-nitro-2-[(trifluoromethyl)thio]benzene 
• 917514-19-3 N-[2-bromo-4-heptafluoroisopropyl-6-(trifluoromethyl)sulfinyl]phenyl 3-aminobenzamide 
• 917514-20-6 N-[2-bromo-4-heptafluoroisopropyl-6-(trifluoromethyl)sulfinyl]phenyl 3-(methylamino)benzamide 
• 917513-91-8 N-(2-bromo-4-heptafluoroisopropyl-6-trifluoromethylthio)phenyl 3-(methylamino)benzamide 
• 917513-83-8 N-(2-bromo-4-heptafluoroisopropyl-6-trifluoromethylthio)phenyl 3-aminobenzamide 
• 917513-81-6 N-(2-bromo-4-heptafluoroisopropyl-6-trifluoromethylthio)phenyl 3-nitrobenzamide 
• 917513-74-7 2-bromo-4-heptafluoroisopropyl-6-(trifluoromethylthio)aniline 
• 917513-22-5 N-(2-bromo-4-heptafluoroisopropyl-6-trifluoromethylthio)phneyl 3-[(N'-benzoyl-N'-methyl)amino]benzamide 

Relevant articles and documents

Trifluoromethylation of thiophenols and thiols with sodium trifluoromethanesulfinate and iodine pentoxide

A selective and facile trifluoromethylation process for a wide range of thiophenols and thiols under metal free conditions has been developed using two simple and safe solids, sodium trifluoro-methanesulfinate and iodine pentoxide, via the radical process.

Mild electrophilic trifluoromethylation of carbon- and sulfur-centered nucleophiles by a hypervalent iodine(III)-CF3 reagent

Inexpensive, recyclable, and activable: these are the features of a new mild electrophilic trifluoromethylation reagent that can be used to transfer a CF3 group to C-centered nucleophiles, such as β-keto esters and α-nitro esters, and to S-centered nucleophiles (see scheme). (Chemical Equation Presented).

Ion-radical perfluoroalkylation. Part 11. Perfluoroalkylation of thiols by perfluoroalkyl iodides in the absence of initiators

Perfluoroalkylation of aliphatic, aromatic and heterocyclic thiols by perfluoroalkyl iodides in the presence of Et3N appears to occur spontaneously under daylight or the usual laboratory lighting conditions at 20-22 deg C and is complete in 10-15 min to 2-3 h.An exception to this rule are thiols with a low nucleophilicity.The reaction is accompanied by thiol oxidation (2percent-3percent) and depends directly on the temperature, lighting, solvent polarity and electronic properties of the perfluoroalkylating agents and of the thiol substituents.At the same time, formation of diaryl disulphides frequently occurs contrary to above rules.The reaction mechanism is discussed. - Keywords: Ion-radical perfluoroalkylation; Thiols; Perfluoroalkyl iodides; Reaction mechanism; Nucleophilicity; NMR spectroscopy