dimesityl(trifluoromethyl)sulfonium trifluoromethanesulfonate

Base Information

• Chemical Name: dimesityl(trifluoromethyl)sulfonium trifluoromethanesulfonate
• CAS No.: 1895006-01-5
• Molecular Formula: CF₃O₃S*C₁₉H₂₂F₃S
• Molecular Weight: 488.515
• Mol file: 1895006-01-5.mol

Synonyms:

Chemical Property of dimesityl(trifluoromethyl)sulfonium trifluoromethanesulfonate

Chemical Property:

Purity/Quality:

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

Dimesityl(trifluoromethyl)sulfoniumtrifluoromethanesulfonate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Under a dual catalytic copper/photoredox manifold, the Mes-Umemoto reagent has been demonstrated by the MacMillan lab to be an excellent reagent for the trifluoromethylation of alkyl halides and aryl halides to yield alkyl-CF3 and aryl-CF3 in high yields. In both cases, these reactions exhibit wide substrate scope with good functional group tolerance. More specifically, a variety of 5-membered and 6-membered heteroaryl halides can be readily converted to the corresponding trifluoromethylheteroarenes under mild conditions. To be use in conjunction with supersilanol (902489) and Ir photocatalyst (902217 or 902225).

Technology Process of dimesityl(trifluoromethyl)sulfonium trifluoromethanesulfonate

There total 1 articles about dimesityl(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: 18.0%

trifluoromethylsulfonic anhydride (358-23-6) + Langlois reagent (2926-29-6) + 1,3,5-trimethyl-benzene (108-67-8) → dimesityl(trifluoromethyl)sulfonium trifluoromethanesulfonate (1895006-01-5)

Guidance literature:

In dichloromethane; at 0 - 20 ℃; for 34h; Inert atmosphere;

DOI:10.1002/chem.201600991

Reference yield: 89.0%

4-bromobenzenecarbonitrile (623-00-7) + dimesityl(trifluoromethyl)sulfonium trifluoromethanesulfonate (1895006-01-5) → 4-CF3C6H4CN (455-18-5)

Guidance literature:

With dilithium tetrabromocuprate; 1,1,1,3,3,3-hexamethyl-2-(trimethylsilyl)-2-trisilanol; Ir(2-(2,4-difluorophenyl)-5-fluoropyridine)₂(4,4'-di(trifluoromethyl)-2,2'-bipyridyl)PF₆; sodium carbonate; In acetone; at 35 ℃; for 8h; Reagent/catalyst; Solvent; Catalytic behavior; Irradiation;

DOI:10.1126/science.aat4133

Reference yield: 89.0%

dimesityl(trifluoromethyl)sulfonium trifluoromethanesulfonate (1895006-01-5) + para-bromoacetophenone (99-90-1) → 1-(4-trifluoromethylphenyl)ethanone (709-63-7)

Guidance literature:

With dilithium tetrabromocuprate; 1,1,1,3,3,3-hexamethyl-2-(trimethylsilyl)-2-trisilanol; [Ir(2-(2,4-difluorophenyl)-5-(methyl)pyridinyl)₂(4,4′-bis(tert-butyl)bipyridine)]*PF₆; sodium carbonate; In acetone; at 35 ℃; Irradiation;

DOI:10.1126/science.aat4133

upstream raw materials:

trifluoromethylsulfonic anhydride

Langlois reagent

1,3,5-trimethyl-benzene

Downstream raw materials:

2,4,6-trimethyl-4'-nitro-1,1'-biphenyl

4-CF₃C₆H₄CN

methyl 4-(trifluoromethyl)benzoate

1-(4-trifluoromethylphenyl)ethanone

Refernces