4-(trimethylsilyl)phenyl trifluoromethanesulfonate

Base Information

• Chemical Name: 4-(trimethylsilyl)phenyl trifluoromethanesulfonate
• CAS No.: 798553-21-6
• Molecular Formula: C₁₀H₁₃F₃O₃SSi
• Molecular Weight: 298.358
• Mol file: 798553-21-6.mol

Synonyms:4-(trimethylsilyl)phenyl trifluoromethanesulfonate

Chemical Property of 4-(trimethylsilyl)phenyl trifluoromethanesulfonate

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of 4-(trimethylsilyl)phenyl trifluoromethanesulfonate

There total 4 articles about 4-(trimethylsilyl)phenyl 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: 96.0%

sodium triflate (2926-30-9) + (4-(trimethylsilyl)phenyl)boronic acid (17865-11-1) → 4-(trimethylsilyl)phenyl trifluoromethanesulfonate (798553-21-6)

Guidance literature:

With 5,5-dioxido-2,8-bis(trifluoromethyl)-10H-dibenzo[b,e][1,4]thiabismin-10-yl trifluoromethanesulfonate; sodium phosphate; 2,6-dichloro-1-fluoropyridin-1-ium tetrafluoroborate; In chloroform; at 60 ℃; for 16h; Molecular sieve; Inert atmosphere;

DOI:10.1021/jacs.0c05343

Reference yield: 90.0%

trifluoromethylsulfonic anhydride (358-23-6) + 4-(trimethylsilyl)phenol (13132-25-7) → 4-(trimethylsilyl)phenyl trifluoromethanesulfonate (798553-21-6)

Guidance literature:

With α-picoline; In dichloromethane; at 0 - 20 ℃; for 16h; Inert atmosphere; Schlenk technique;

DOI:10.1021/jacs.7b06668

Reference yield: 90.0%

chloro-trimethyl-silane (75-77-4) + 4-bromophenyl trifluoromethanesulfonate (66107-30-0) → 4-(trimethylsilyl)phenyl trifluoromethanesulfonate (798553-21-6)

Guidance literature:

4-bromophenyl trifluoromethanesulfonate; With n-butyllithium; In diethyl ether; hexane; at -78 ℃; for 6h; Inert atmosphere; Schlenk technique;

chloro-trimethyl-silane; In diethyl ether; hexane; at -78 - 20 ℃; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.201806427

upstream raw materials:

trifluoromethylsulfonic anhydride

4-(trimethylsilyl)phenol

4-bromo-phenol

chloro-trimethyl-silane

Downstream raw materials:

1,4-bis-(tri-n-butylstannyl)benzene

Refernces

• 1、 Cornella, Josep,Peciukenas, Vytautas,Planas, Oriol. "Bismuth-Catalyzed Oxidative Coupling of Arylboronic Acids with Triflate and Nonaflate Salts". supporting information. p. 11382 - 11387. Retrieved 2020/07/14.
• 2、 Harper, Matthew J.,Emmett, Edward J.,Bower, John F.,Russell, Christopher A.. "Oxidative 1,2-Difunctionalization of Ethylene via Gold-Catalyzed Oxyarylation". supporting information. p. 12386 - 12389. Retrieved 2017/09/22.