3-(Trifluoromethylthio)benzonitrile

Base Information

• Chemical Name: 3-(Trifluoromethylthio)benzonitrile
• CAS No.: 660-44-6
• Molecular Formula: C8H4F3NS
• Molecular Weight: 203.188
• Hs Code.: 2930909090
• European Community (EC) Number: 812-868-5
• DSSTox Substance ID: DTXSID30380685
• Wikidata: Q82171081
• Mol file: 660-44-6.mol

Synonyms:3-(Trifluoromethylthio)benzonitrile;660-44-6;3-(trifluoromethylsulfanyl)benzonitrile;3-[(trifluoromethyl)sulfanyl]benzonitrile;3-[(Trifluoromethyl)thio]benzonitrile;3-((Trifluoromethyl)thio)benzonitrile;m-trifluoromethylthiobenzonitrile;Benzonitrile, 3-[(trifluoromethyl)thio]-;SCHEMBL10566578;DTXSID30380685;MFCD00236339;AKOS024381430;3-(Trifluoromethylthio)benzonitrile,97;TS-00348;3-[(Trifluoromethyl)sulphanyl]benzonitrile;CS-0242023;FT-0613964;EN300-243374

Chemical Property of 3-(Trifluoromethylthio)benzonitrile

Chemical Property:

• Boiling Point: 105-106 °C(Press: 25 Torr)
• PSA: 49.09000
• Density: 1.38±0.1 g/cm3(Predicted)
• LogP: 3.17018
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 203.00165479
• Heavy Atom Count: 13
• Complexity: 217

Purity/Quality:

99% ^*data from raw suppliers

3-(Trifluoromethylthio)benzonitrile 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
• Hazard Codes: R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)SC(F)(F)F)C#N

Technology Process of 3-(Trifluoromethylthio)benzonitrile

There total 8 articles about 3-(Trifluoromethylthio)benzonitrile 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: 96.0%

3-iodobenzonitrile (69113-59-3) + tetramethylammonium trifluoromethanethiolate → 3-[(trifluoromethyl)thio]benzonitrile (660-44-6)

Guidance literature:

With di-μ-iodobis(tri-t-butylphosphino)dipalladium(l); In toluene; at 80 ℃;

DOI:10.1002/anie.201501617

Reference yield: 83.0%

silver(I) trifluoromethanethiolate (811-68-7) + 3-cyanobenzenediazonium tetrafluoroborate → 3-[(trifluoromethyl)thio]benzonitrile (660-44-6)

Guidance literature:

With copper(l) iodide; potassium carbonate; In acetonitrile; at 20 ℃; for 12h;

DOI:10.1016/j.tetlet.2019.04.018

Reference yield: 68.0%

3-iodobenzonitrile (69113-59-3) + (trifluoromethyl)trimethylsilane (81290-20-2) → 3-[(trifluoromethyl)thio]benzonitrile (660-44-6)

Guidance literature:

With potassium phosphate; 1,10-Phenanthroline; sodium thiosulfate; copper(l) chloride; In dimethyl sulfoxide; at 80 ℃;

DOI:10.1016/j.tetlet.2014.07.039

upstream raw materials:

sodium cyanide

3-(trifluoromethylthio)aniline

3-iodobenzonitrile

(2,2'-bipyride-kN₁,kN₁')(1,1,1-trifluoromethanethiolato-kS)-copper

Downstream raw materials:

3-[(trifluoromethyl)sulfonyl]benzoic acid

6-(3-trifluoromethylsulfanyl-phenyl)-[1,3,5]triazine-2,4-diamine

3-(trifluoromethylthio)benzoic acid