N,N-DIMETHYL-4-(TRIFLUOROMETHYLTHIO)-ANILINE

Base Information

• Chemical Name: N,N-DIMETHYL-4-(TRIFLUOROMETHYLTHIO)-ANILINE
• CAS No.: 2677-71-6
• Molecular Formula: C9H10 F3 N S
• Molecular Weight: 221.246
• Hs Code.: 2930909090
• Mol file: 2677-71-6.mol

Synonyms:Aniline,N,N-dimethyl-p-[(trifluoromethyl)thio]- (7CI,8CI)

Chemical Property of N,N-DIMETHYL-4-(TRIFLUOROMETHYLTHIO)-ANILINE

Chemical Property:

• Vapor Pressure: 0.373mmHg at 25°C
• Refractive Index: 1.514
• Boiling Point: 197.7°C at 760 mmHg
• PKA: 2.90±0.12(Predicted)
• Flash Point: 73.4°C
• PSA: 28.54000
• Density: 1.25g/cm³
• LogP: 3.36450

Purity/Quality:

98%min ^*data from raw suppliers

N,N-DIMETHYL-4-(TRIFLUOROMETHYLTHIO)ANILINE 98.00% ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N,N-DIMETHYL-4-(TRIFLUOROMETHYLTHIO)-ANILINE

There total 12 articles about N,N-DIMETHYL-4-(TRIFLUOROMETHYLTHIO)-ANILINE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

2-((trifluoromethyl)thio)benzo[d]isothiazol-3(2H)-one 1,1-dioxide + N,N-dimethyl-aniline (121-69-7,77733-26-7) → N,N-dimethyl-4-[(trifluoromethyl)thio]benzeneamine (2677-71-6)

Guidance literature:

With gold(III) chloride; In 1,2-dichloro-ethane; at 100 ℃; for 16h; Reagent/catalyst; Inert atmosphere; Sealed tube;

DOI:10.1002/adsc.201400717

Reference yield: 89.2%

4-bromo-N,N-dimethylaniline (586-77-6) + mercury bis(trifluoromethanethiolate) (21259-75-6) → N,N-dimethyl-4-[(trifluoromethyl)thio]benzeneamine (2677-71-6)

Guidance literature:

With Cu; In N,N,N,N,N,N-hexamethylphosphoric triamide; 160 to 175°C, 12 h;

DOI:10.1021/jo00871a037

Reference yield: 83.0%

4-(dimethylamino)benzenediazonium tetrafluoroborate (24564-52-1) + (trifluoromethyl)trimethylsilane (81290-20-2) → N,N-dimethyl-4-[(trifluoromethyl)thio]benzeneamine (2677-71-6)

Guidance literature:

4-(dimethylamino)benzenediazonium tetrafluoroborate; With copper(I) thiocyanate; sodium thiocyanide; caesium carbonate; In acetonitrile; at 20 ℃; for 0.166667h; Inert atmosphere;

(trifluoromethyl)trimethylsilane; In acetonitrile; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1039/c3sc53076k

upstream raw materials:

Trifluoromethylsulfenyl chloride

N,N-dimethyl-aniline

4-bromo-N,N-dimethylaniline

mercury bis(trifluoromethanethiolate)

Refernces

• 1、 -. "For the production of sulfur [...] hydrocarbon or heteroaromatic hydrocarbon compound and its preparation method (by machine translation)". Paragraph 0068; 0069; 0070; 0115; 0116. . Retrieved 2018/09/02.
• 2、 Wang, Qiang,Qi, Zisong,Xie, Fang,Li, Xingwei. "Lewis acid-catalyzed electrophilic trifluoromethylthiolation of (Hetero)arenes". supporting information. p. 355 - 360. Retrieved 2015/03/05.