2,8-difluoro-5-(trifluoromethyl)-5H-dibenzo[b,d]thiophen-5-ium trifluoromethanesulfonate

Base Information

• Chemical Name: 2,8-difluoro-5-(trifluoromethyl)-5H-dibenzo[b,d]thiophen-5-ium trifluoromethanesulfonate
• CAS No.: 1961266-44-3
• Molecular Formula: CF₃O₃S*C₁₃H₆F₅S
• Molecular Weight: 438.319
• Hs Code.: 2934999090
• Mol file: 1961266-44-3.mol

Synonyms:

Chemical Property of 2,8-difluoro-5-(trifluoromethyl)-5H-dibenzo[b,d]thiophen-5-ium trifluoromethanesulfonate

Chemical Property:

Purity/Quality:

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

2,8-Difluoro-5-(trifluoromethyl)-5H-dibenzo[b,d]thiophen-5-ium Trifluoromethanesulfonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,8-difluoro-5-(trifluoromethyl)-5H-dibenzo[b,d]thiophen-5-ium trifluoromethanesulfonate

There total 11 articles about 2,8-difluoro-5-(trifluoromethyl)-5H-dibenzo[b,d]thiophen-5-ium 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: 81.0%

trifluoromethylsulfonic anhydride (358-23-6) + 3,3′-difluoro-6-(trifluoromethanesulfinyl)biphenyl → 2,8-difluoro-5-(trifluoromethyl)-5H-dibenzo[b,d]thiophen-5-ium trifluoromethanesulfonate (1961266-44-3)

Guidance literature:

In nitromethane; at 0 - 5 ℃; Inert atmosphere;

DOI:10.1021/acs.joc.7b00669

Reference yield: 77.0%

trifluoromethylsulfonic anhydride (358-23-6) + 3,3'-difluoro-biphenyl (396-64-5) + sodium triflate (2926-30-9) → 2,6-difluoro-S-(trifluoromethyl)dibenzothiophenium trifluoromethanesulfonate + 2,8-difluoro-5-(trifluoromethyl)-5H-dibenzo[b,d]thiophen-5-ium trifluoromethanesulfonate (1961266-44-3)

Guidance literature:

trifluoromethylsulfonic anhydride; 3,3'-difluoro-biphenyl; sodium triflate; In nitromethane; at 20 ℃; for 6.66667h; Inert atmosphere; Cooling with ice;

With trifluoroacetic anhydride; In nitromethane; at 20 ℃; for 17h;

Reference yield: 74.0%

trifluoromethylsulfonic anhydride (358-23-6) + 3,3′-difluoro-6-(trifluoromethanesulfinyl)biphenyl → 2,6-difluoro-S-(trifluoromethyl)dibenzothiophenium trifluoromethanesulfonate + 2,8-difluoro-5-(trifluoromethyl)-5H-dibenzo[b,d]thiophen-5-ium trifluoromethanesulfonate (1961266-44-3)

Guidance literature:

With trifluorormethanesulfonic acid; In nitromethane; at 0 - 20 ℃; Overall yield = 81 %; Overall yield = 3.45 g;

upstream raw materials:

trifluoromethylsulfonic anhydride

3,3'-difluoro-biphenyl

Langlois reagent

2,8-difluorodibenzothiophene

Downstream raw materials:

3,3,3-trifluoro-1-methyl-1-phenyl-1-propanol

1-bromo-4-(trifluoromethyl)thiobenzene

1,3,5-trimethoxy-2-(trifluoromethyl)benzene

2,6-di-tert-butyl-4-(trifluoromethyl)phenol

Refernces

• 1、 Ito, Hajime,Kubota, Koji,Lee, Joo Won,Pang, Yadong. "Solid-State Radical C?H Trifluoromethylation Reactions Using Ball Milling and Piezoelectric Materials". supporting information. p. 22570 - 22576. Retrieved 2020/10/21.
• 2、 Umemoto, Teruo,Zhang, Bin,Zhu, Tianhao,Zhou, Xiaocong,Zhang, Peng,Hu, Song,Li, Yuanqiang. "Powerful, Thermally Stable, One-Pot-Preparable, and Recyclable Electrophilic Trifluoromethylating Agents: 2,8-Difluoro- and 2,3,7,8-Tetrafluoro-S-(trifluoromethyl)dibenzothiophenium Salts". . p. 7708 - 7719. Retrieved 2017/08/14.