2677-71-6

Basic information

• Product Name: N,N-DIMETHYL-4-(TRIFLUOROMETHYLTHIO)-ANILINE
• Synonyms: N,N-DIMETHYL-4-(TRIFLUOROMETHYLTHIO)-ANILINE
• CAS NO: 2677-71-6
• Molecular Formula: C₉H₁₀F₃NS
• Molecular Weight: 221.24
• Mol File: 2677-71-6.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 197.7°C at 760 mmHg
• Flash Point: 73.4°C
• Appearance: /
• Density: 1.25g/cm³
• Vapor Pressure: 0.373mmHg at 25°C
• Refractive Index: 1.514
• PKA: 2.90±0.12(Predicted)
• CAS DataBase Reference: N,N-DIMETHYL-4-(TRIFLUOROMETHYLTHIO)-ANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-DIMETHYL-4-(TRIFLUOROMETHYLTHIO)-ANILINE(2677-71-6)
• EPA Substance Registry System: N,N-DIMETHYL-4-(TRIFLUOROMETHYLTHIO)-ANILINE(2677-71-6)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 2677-71-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H10F3NS/c1-13(2)7-3-5-8(6-4-7)14-9(10,11)12/h3-6H,1-2H3

Upstream product

• 421-17-0 Trifluoromethylsulfenyl chloride 
• 121-69-7 N,N-dimethyl-aniline 
• 586-77-6 4-bromo-N,N-dimethylaniline 
• 21259-75-6 mercury bis(trifluoromethanethiolate) 
• 24564-52-1 4-(dimethylamino)benzenediazonium tetrafluoroborate 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 4946-22-9 N,N-dimethyl-4-aminothiophenol 
• 2314-97-8 iodotrifluoromethane 
• 7152-80-9 4-(dimethylamino)benzenethiocyanate 
• 99-98-9 4-amino-N,N-dimethylaniline 
• 2923-16-2 potassium trifluoroacetate 

Relevant articles and documents

Thiocyanation of aromatic and heteroaromatic compounds with 1-Chloro-1,2-benziodoxol-3-(1H)-one and (Trimethylsilyl)isothiocyanate

Thiocyanation of aromatic compounds has been investigated using the combination of 1-chloro-1,2-benziodoxol-3-(1H)-one (1) and (trimethylsilyl)isothiocyanate (TMSNCS). The reaction with electron rich aromatic compounds proceeded smoothly to provide the th

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.

Synthesis of Aryl Tri- and Difluoromethyl Thioethers via a C H-Thiocyanation/Fluoroalkylation Cascade

An AlCl3-catalyzed C H thiocyanation was discovered and combined with a Langlois-type trifluoromethylation to afford aryl trifluoromethyl thioethers directly from arenes, N-thiocyanatosuccinimide (NTS) and Ruppert-Prakash reagent. An analogous combination with a copper-mediated difluoromethylation gives access to aryl difluoromethyl thioethers. Both processes proceed with exceptional regioselectivity for the most electron-rich, sterically least hindered position of the arene. The sulfur and fluoroalkyl groups originate from different sources, so that the use of expensive, preformed fluoroalkylthiolation reagents is avoided. Perfectly formed: An AlCl3-catalyzed C H thiocyanation was combined with a Langlois-type trifluoromethylation to afford aryl trifluoromethyl thioethers directly from arenes, N-thiocyanatosuccinimide, and TMS-CF3 (see scheme). An analogous combination of the thiocyanation with a copper-mediated difluoromethylation gives access to aryl difluoromethyl thioethers. The sulfur and fluoroalkyl groups originate from different sources, so that preformed fluoroalkylthiolation reagents are avoided.