3-(Trifluoromethylthio)aniline

Base Information

• Chemical Name: 3-(Trifluoromethylthio)aniline
• CAS No.: 369-68-6
• Molecular Formula: C7H6F3NS
• Molecular Weight: 193.193
• Hs Code.: 2930909090
• European Community (EC) Number: 206-722-4
• DSSTox Substance ID: DTXSID9073171
• Nikkaji Number: J213.559K
• Wikidata: Q72513007
• Mol file: 369-68-6.mol

Synonyms:3-(TRIFLUOROMETHYLTHIO)ANILINE;369-68-6;3-(trifluoromethylsulfanyl)aniline;3-Aminophenyl trifluoromethyl sulphide;3-[(trifluoromethyl)sulfanyl]aniline;3-Aminophenyl trifluoromethyl sulfide;3-((Trifluoromethyl)thio)aniline;Benzenamine, 3-[(trifluoromethyl)thio]-;Benzeneamine, 3-[(trifluoromethyl)thio]-;EINECS 206-722-4;MFCD00190130;3-[(trifluoromethyl)thio]aniline;Benzenamine, 3-((trifluoromethyl)thio)-;Benzeneamine, 3-((trifluoromethyl)thio)-;SCHEMBL656796;3-(trifluoromethylthio) aniline;DTXSID9073171;AMY14285;BBL102674;STL556478;AKOS005254400;TS-00269;FT-0613961;EN300-127292;A823487

Chemical Property of 3-(Trifluoromethylthio)aniline

Chemical Property:

• Refractive Index: 1.522
• Boiling Point: 176.5 °C at 760 mmHg
• PKA: 3.28±0.10(Predicted)
• Flash Point: 60.5 °C
• PSA: 51.32000
• Density: 1.37 g/cm³
• LogP: 3.46190
• Storage Temp.: 2-8°C
• Water Solubility.: Immiscible with water.
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 193.01730486
• Heavy Atom Count: 12
• Complexity: 148

Purity/Quality:

99% ^*data from raw suppliers

3-(Trifluoromethylthio)aniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T, Xn
• Hazard Codes: T,Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 23-36/37/39-36/37-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)SC(F)(F)F)N
• Uses: 3-(Trifluoromethylthio)aniline is used as an intermediate in organic synthesis. It is also involved in the regioselective Friedel-Crafts alkylation in hexafluoroacetone sesquihydrate.

Technology Process of 3-(Trifluoromethylthio)aniline

There total 10 articles about 3-(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: 72.0%

Togni's reagent (887144-97-0) + 3-aminothiophenol (22948-02-3) → 3-(trifluoromethylthio)aniline (369-68-6)

Guidance literature:

In dichloromethane;

DOI:10.1002/anie.200603497

Reference yield: 23.0%

Bromotrifluoromethane (75-63-8) + potassium 3-aminothiophenoxide (79576-16-2) → 3-(trifluoromethylthio)aniline (369-68-6)

Guidance literature:

In N,N-dimethyl-formamide; for 3h; under 2052 Torr;

DOI:10.1021/jo00221a017

Reference yield:

(3-nitrophenyl)(trifluoromethyl)sulfane (370-47-8) → 3-(trifluoromethylthio)aniline (369-68-6)

Guidance literature:

With hydrogenchloride; tin(ll) chloride;

upstream raw materials:

(3-nitrophenyl)(trifluoromethyl)sulfane

Bromotrifluoromethane

potassium 3-aminothiophenoxide

Togni's reagent

Refernces

• 1、 Kieltsch, Iris,Eisenberger, Patrick,Stanek, Kyrill,Togni, Antonio. "Recent advances in electrophilic CF3-transfer using hypervalent iodine(III) reagents". scheme or table. p. 260 - 263. Retrieved 2009/04/07.
• 2、 Wakselman, Claude,Tordeux, Marc. "Chemistry of Halogenoperfluoroalkanes> Synthesis of Fluorinated Ethers and Thioethers via Radical or Anionic Intermediates". . p. 4047 - 4051. Retrieved 2007/10/02.