Phenyl trifluoromethyl sulfoxide

Base Information

• Chemical Name: Phenyl trifluoromethyl sulfoxide
• CAS No.: 703-18-4
• Molecular Formula: C7H5F3OS
• Molecular Weight: 194.177
• Hs Code.: 2930909899
• European Community (EC) Number: 834-773-8
• DSSTox Substance ID: DTXSID20430769
• Nikkaji Number: J607.889C
• Mol file: 703-18-4.mol

Synonyms:703-18-4;PHENYL TRIFLUOROMETHYL SULFOXIDE;Trifluoromethylsulfinylbenzene;Phenyl trifluoromethyl sulphoxide;((Trifluoromethyl)sulfinyl)benzene;[(Trifluoromethyl)sulfinyl]benzene;phenyltrifluormethylsulfoxide;Phenyltrifluoromethyl sulfoxide;SCHEMBL775157;Trifluoromethylphenyl sulfoxide;DTXSID20430769;MFCD30475661;TRIFLUOROMETHANESULFINYLBENZENE;AKOS037645550;AS-61405;CS-0134178;P2460;T72852

Chemical Property of Phenyl trifluoromethyl sulfoxide

Chemical Property:

• Refractive Index: 1.4870 to 1.4910
• Boiling Point: 82°C/10mmHg(lit.)
• PSA: 36.28000
• Density: 1.3810 g/cm3
• LogP: 3.17970
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 194.00132044
• Heavy Atom Count: 12
• Complexity: 172

Purity/Quality:

98%,99%, ^*data from raw suppliers

Phenyl Trifluoromethyl Sulfoxide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)S(=O)C(F)(F)F

Technology Process of Phenyl trifluoromethyl sulfoxide

There total 11 articles about Phenyl trifluoromethyl sulfoxide 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: 98.0%

phenyl trifluoromethylsulfide (456-56-4) → phenyl trifluoromethyl sulfoxide (703-18-4)

Guidance literature:

With [bmim]BF₄; trichloroisocyanuric acid; water; at 20 ℃; for 0.166667h;

DOI:10.1016/j.jfluchem.2007.02.018

Reference yield: 85.0%

methyl benzenesulfinate (670-98-4) + (trifluoromethyl)trimethylsilane (81290-20-2) → phenyl trifluoromethyl sulfoxide (703-18-4)

Guidance literature:

With cesium fluoride; In neat (no solvent); at 100 ℃; for 6h;

DOI:10.1021/jo982494c

Reference yield: 73.0%

Langlois reagent (2926-29-6) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → phenyl trifluoromethyl sulfoxide (703-18-4)

Guidance literature:

With trifluorormethanesulfonic acid; In neat (no solvent); at 20 ℃; for 19h; Inert atmosphere;

DOI:10.1021/acs.oprd.9b00403

upstream raw materials:

phenyl trifluoromethylsulfide

4-aminophenyl trifluoromethylsulfoxide

benzenesulphinyl chloride

(trifluoromethyl)trimethylsilane

Downstream raw materials:

trifluoromethanesulfonic acid diphenyl(trifluoromethyl)sulfonium salt

N-butyryl-S-phenyl-S-(trifluoromethyl)sulfilimine

N-(methoxyacetyl)-S-phenyl-S-(trifluoromethyl)sulfilimine

N-(p-bromobenzoyl)-S-phenyl-S-(trifluoromethyl)sulfilimine

Refernces

• 1、 Zhao, Bin,Hammond, Gerald B.,Xu, Bo. "Modulation of photochemical oxidation of thioethers to sulfoxides or sulfones using an aromatic ketone as the photocatalyst". supporting information. . Retrieved 2021/09/13.
• 2、 Horvat, Monika,Iskra, Jernej,Jereb, Marjan,Kodri?, Gregor. "One pot synthesis of trifluoromethyl aryl sulfoxides by trifluoromethylthiolation of arenes and subsequent oxidation with hydrogen peroxide". . p. 34534 - 34540. Retrieved 2020/10/12.