Trifluoromethanesulfonyl fluoride

Base Information

• Chemical Name: Trifluoromethanesulfonyl fluoride
• CAS No.: 335-05-7
• Molecular Formula: CF4O2S
• Molecular Weight: 152.069
• Hs Code.: 2904909090
• European Community (EC) Number: 206-384-8
• DSSTox Substance ID: DTXSID0059827
• Nikkaji Number: J193.767G
• Wikidata: Q72511214
• Mol file: 335-05-7.mol

Synonyms:Trifluoromethanesulfonyl fluoride;335-05-7;Trifluoromethanesulphonyl fluoride;Methanesulfonyl fluoride, trifluoro-;EINECS 206-384-8;CF4O2S;CF3SO2F;SCHEMBL584563;Trifluoromethanesulfonylfluoride;DTXSID0059827;C-F4-O2-S;trifluoromethane sulfonyl fluoride;MFCD00042402;AKOS005762872;Trifluoromethanesulphonyl fluoride 98%;FT-0676319

Chemical Property of Trifluoromethanesulfonyl fluoride

Chemical Property:

• Vapor Pressure: 0.146mmHg at 25°C
• Refractive Index: 1.359
• Boiling Point: -21.563 °C at 760 mmHg
• Flash Point: -59.238 °C
• PSA: 42.52000
• Density: 1.73 g/cm³
• LogP: 1.88630
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 151.95551306
• Heavy Atom Count: 8
• Complexity: 158

Purity/Quality:

99%, ^*data from raw suppliers

Trifluoromethanesulfonyl fluoride 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 20-34
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Trifluoromethanesulfonyl fluoride

There total 57 articles about Trifluoromethanesulfonyl fluoride 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: 100.0%

trifluoromethylsulfonic anhydride (358-23-6) → Trifluoromethanesulfonyl fluoride (335-05-7) + trifluoromethyldihydroxyoxosulfonium hexafluoridoantimonate

Guidance literature:

With FH*F₆Sb^(1-)*H⁽¹⁺⁾; at -196 - -60 ℃; for 0.0833333h; Inert atmosphere;

DOI:10.1002/ejic.201001339

Reference yield: 98.0%

methyl fluorosulfonate (558-25-8) → Trifluoromethanesulfonyl fluoride (335-05-7)

Guidance literature:

With fluorine; at 5 ℃; Electrolysis;

Reference yield: 98.0%

C3H9F2Si(1-)*C7H18N3(1+) (478945-43-6,551925-01-0) + trifluoromethyl trifluoromethanesulfonate (3582-05-6) → tris(dimethylamino)methylium trifluoromethanolate (1006904-67-1) + Trifluoromethanesulfonyl fluoride (335-05-7)

Guidance literature:

In acetonitrile; at -30 ℃;

DOI:10.1016/j.tetlet.2007.11.105

upstream raw materials:

methyl fluorosulfonate

methanesulfonyl chloride

dimethylsulfone

trifluorormethanesulfonic acid

Downstream raw materials:

bis(trifluoromethanesulfonyl)methane

4-chlorophenyl trifluoromethanesulfonate

Phenyl triflate

(3-Aminophenyl)-trifluormethansulfonat

Refernces

• 1、 Lawless, Edward W.,Harman, Luedric D.. "Trifluoromethylsulfinyl fluoride". . p. 391 - 392. Retrieved 1968.
• 2、 Soltner, Theresa,Goetz, Nadine R.,Kornath, Andreas. "The protonation of CF3SO3H: Preparation and characterization of trifluoromethyldihydroxyoxosulfonium hexafluoridoantimonate, CF3SO3H2+SbF6 -". . p. 3076 - 3081. Retrieved 2011.
• 3、 Nurgalieva,Bispen,Il'in,Moldavskii,Rozhkova. "Perfluoroethanesulfonyl fluoride: Preparation from sultone". . p. 1562 - 1565. Retrieved 2007.
• 4、 -. "Process for fluorinating inorganic or organic compounds by direct fluorination". Paragraph 0259-0260; 0265-0272; 0275-0282. . Retrieved 2020/07/14.
• 5、 Liu, Yongan,Wu, Hao,Guo, Yong,Xiao, Ji-Chang,Chen, Qing-Yun,Liu, Chao. "Trifluoromethylfluorosulfonylation of Unactivated Alkenes Using Readily Available Ag(O2CCF2SO2F) and N-Fluorobenzenesulfonimide". supporting information. p. 15432 - 15435. Retrieved 2017/11/10.