Diphenyl(trifluoromethyl)sulfonium trifluoromethanesulfonate

Base Information

• Chemical Name: Diphenyl(trifluoromethyl)sulfonium trifluoromethanesulfonate
• CAS No.: 147531-11-1
• Molecular Formula: CF₃O₃S*C₁₃H₁₀F₃S
• Molecular Weight: 404.354
• Hs Code.: 29339900
• European Community (EC) Number: 809-133-6
• DSSTox Substance ID: DTXSID60593403
• Mol file: 147531-11-1.mol

Synonyms:147531-11-1;DIPHENYL(TRIFLUOROMETHYL)SULFONIUM TRIFLUOROMETHANESULFONATE;diphenyl(trifluoromethyl)sulfanium trifluoromethanesulfonate;diphenyl(trifluoromethyl)sulfanium;trifluoromethanesulfonate;Sulfonium, diphenyl(trifluoromethyl)-, 1,1,1-trifluoromethanesulfonate (1:1);MFCD12912173;Diphenyl(trifluoromethyl)sulfonium trifluoromethanesulfonat;Diphenyl-(trifluoromethyl)-sulfonium trifluoromethanesulfonate;Diphenyltrifluoromethylsulfonium Triflate;SCHEMBL6708430;AMY6667;diphenyl(trifluoromethyl)sulfanium,trifluoromethanesulfonate;DTXSID60593403;C14H10F6O3S2;AKOS005063343;DS-7584;SB22073;SY017427;CS-0049606;Diphenyl(trifluoromethyl)sulfonium;S-(Trifluoromethyl)diphenylsulfonium trifluoromethanesulfonate;DIPHENYL(TRIFLUOROMETHYL)SULFONIUMTRIFLUOROMETHANESULFONATE

Chemical Property of Diphenyl(trifluoromethyl)sulfonium trifluoromethanesulfonate

Chemical Property:

• Melting Point: 84-85 °C
• PSA: 90.88000
• LogP: 5.37490
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 2
• Exact Mass: 403.99755550
• Heavy Atom Count: 25
• Complexity: 354

Purity/Quality:

98% ^*data from raw suppliers

Diphenyl(trifluoromethyl)sulfoniumtrifluoromethanesulfonate ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)[S+](C2=CC=CC=C2)C(F)(F)F.C(F)(F)(F)S(=O)(=O)[O-]
• Uses: Diphenyl(trifluoromethyl)sulfonium trifluoromethanesulfonate

Technology Process of Diphenyl(trifluoromethyl)sulfonium trifluoromethanesulfonate

There total 6 articles about Diphenyl(trifluoromethyl)sulfonium trifluoromethanesulfonate 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: 85.0%

trifluoromethylsulfonic anhydride (358-23-6) + phenyl trifluoromethyl sulfoxide (703-18-4) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → trifluoromethanesulfonic acid diphenyl(trifluoromethyl)sulfonium salt (147531-11-1)

Guidance literature:

at 0 - 20 ℃; Mechanism; other benzene derivatives: fluorobenzene, 1,3-difluorobenzene;

DOI:10.1021/jo972213l

Reference yield: 77.0%

trifluoromethylsulfonic anhydride (358-23-6) + potassium triflinate (41804-89-1) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → trifluoromethanesulfonic acid diphenyl(trifluoromethyl)sulfonium salt (147531-11-1)

Guidance literature:

DOI:10.1002/ejoc.200801222

Reference yield: 59.0%

trifluoromethylsulfonic anhydride (358-23-6) + phenyl trifluoromethyl sulfoxide (703-18-4) → trifluoromethanesulfonic acid diphenyl(trifluoromethyl)sulfonium salt (147531-11-1)

Guidance literature:

In 1,1,2-Trichloro-1,2,2-trifluoroethane; benzene; for 96h; Ambient temperature;

DOI:10.1021/ja00059a009

upstream raw materials:

trifluoromethylsulfonic anhydride

phenyl trifluoromethyl sulfoxide

benzene

potassium triflinate

Downstream raw materials:

3-(trifluoromethyl)-1H-indole

2-(trifluoromethyl)benzo[d]oxazole

3-chloro-6-(trifluormethyl)pyridazine

1-methyl-2-(trifluoromethyl)-1H-benzo[d]imidazole

Refernces

• 1、 Magnier, Emmanuel,Blazejewski, Jean-Claude,Tordeux, Marc,Wakselman, Claude. "Straightforward one-pot synthesis of trifluoromethyl sulfonium salts". . p. 1279 - 1282. Retrieved 2006.
• 2、 Hu, Xiao-Qian,Han, Jia-Bin,Zhang, Cheng-Pan. "Cu-Mediated Trifluoromethylation of Aromatic α-Diazo Esters with the Yagupolskii–Umemoto Reagent". supporting information. p. 324 - 331. Retrieved 2017/01/24.
• 3、 Tomita, Ren,Koike, Takashi,Akita, Munetaka. "Photoredox-Catalyzed Stereoselective Conversion of Alkynes into Tetrasubstituted Trifluoromethylated Alkenes". supporting information. p. 12923 - 12927. Retrieved 2015/11/02.