2-Trifluoromethylthioanisole

Base Information

• Chemical Name: 2-Trifluoromethylthioanisole
• CAS No.: 322-58-7
• Molecular Formula: C8H7F3S
• Molecular Weight: 192.205
• DSSTox Substance ID: DTXSID60375347
• Nikkaji Number: J2.928.796A
• Wikidata: Q82163875
• Mol file: 322-58-7.mol

Synonyms:2-Trifluoromethylthioanisole;322-58-7;Methyl(2-(trifluoromethyl)phenyl)sulfane;1-(METHYLSULFANYL)-2-(TRIFLUOROMETHYL)BENZENE;1-methylsulfanyl-2-(trifluoromethyl)benzene;1-methylsulfanyl-2-trifluoromethyl-benzene;SCHEMBL514678;DTXSID60375347;MFCD01882714;AKOS006277705;2-(Trifluoromethyl)thiophenol, S-methyl-;AS-84230;1-(Methylthio)-2-(trifluoromethyl)benzene;CS-0102147;D76277

Chemical Property of 2-Trifluoromethylthioanisole

Chemical Property:

• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 192.02205588
• Heavy Atom Count: 12
• Complexity: 144

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CSC1=CC=CC=C1C(F)(F)F

Technology Process of 2-Trifluoromethylthioanisole

There total 10 articles about 2-Trifluoromethylthioanisole 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: 92.0%

1-chloro-2-(trifluoromethyl)benzene (88-16-4) + sodium thiomethoxide (5188-07-8) → 2-(methylthio)-1-(trifluoromethyl)benzene (322-58-7)

Guidance literature:

With N,N-dimethyl-formamide; at 40 - 50 ℃; for 20h;

DOI:10.1016/S0022-328X(96)06877-5

Reference yield: 91.0%

2-(methylthio)iodobenzene (33775-94-9) + potassium trimethoxy(trifluoromethyl)boranuide → 2-(methylthio)-1-(trifluoromethyl)benzene (322-58-7)

Guidance literature:

With copper(l) iodide; 1,10-Phenanthroline; In dimethyl sulfoxide; at 60 ℃; for 16h; Inert atmosphere;

DOI:10.1002/chem.201002749

Reference yield: 80.0%

Dimethyldisulphide (624-92-0) + 2-iodo(trifluoromethyl)benzene (444-29-1) → 2-(methylthio)-1-(trifluoromethyl)benzene (322-58-7)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; fac-tris(2-phenylpyridinato-N,C₂')iridium(III); dimethyl sulfoxide; In acetonitrile; at 20 ℃; for 24h; chemoselective reaction; Irradiation; Sealed tube;

DOI:10.1039/c8ob00238j

upstream raw materials:

α,α,α-Trifluor-2-tolylthiocyanat

dimethyl sulfate

1-chloro-2-(trifluoromethyl)benzene

sodium thiomethoxide

Downstream raw materials:

trimethyl {[2-(trifluoromethyl)phenylthio]methyl}silane

<2-(trifluoromethyl)phenylthio>acetic acid

(4-bromo-2-(trifluoromethyl)phenyl)(methyl)sulfane

1-(methylsulfinyl)-2-(trifluoromethyl)benzene

Refernces

• 1、 Czyz,Weragoda,Monaghan,Connell,Brzozowski,Scully,Burton,Lupton,Polyzos. "A visible-light photocatalytic thiolation of aryl, heteroaryl and vinyl iodides". supporting information. p. 1543 - 1551. Retrieved 2018/03/08.
• 2、 Majek, Michal,Von Wangelin, Axel Jacobi. "Organocatalytic visible light mediated synthesis of aryl sulfides". supporting information. p. 5507 - 5509. Retrieved 2013/06/27.