Bis(4-fluorophenyl)iodonium Trifluoromethanesulfonate

Base Information

• Chemical Name: Bis(4-fluorophenyl)iodonium Trifluoromethanesulfonate
• CAS No.: 732306-64-8
• Molecular Formula: CF₃O₃S*C₁₂H₈F₂I
• Molecular Weight: 466.167
• European Community (EC) Number: 804-269-2
• Mol file: 732306-64-8.mol

Synonyms:Bis(4-fluorophenyl)iodonium Trifluoromethanesulfonate;732306-64-8;Bis(4-fluorophenyl)iodonium Triflate;bis(4-fluorophenyl)iodanium;trifluoromethanesulfonate;MFCD21608479;(p-F-Ph)2IOTf;C13H8F5IO3S;SCHEMBL504034;AKOS040768071;SY234310;B5276;T71278;bis(4-fluorophenyl)iodonium;Bis(4-fluorophenyl)iodoniumTrifluoromethanesulfonate;Bis(4-fluorophenyl)iodonium triflate, >=98% (HPLC)

Chemical Property of Bis(4-fluorophenyl)iodonium Trifluoromethanesulfonate

Chemical Property:

• Melting Point: 167.0 to 171.0 °C
• Solubility.: soluble in Methanol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 2
• Exact Mass: 465.91590
• Heavy Atom Count: 23
• Complexity: 307

Purity/Quality:

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

Bis(4-fluorophenyl)iodonium Trifluoromethanesulfonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): 10620586
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC=C1F)[I+]C2=CC=C(C=C2)F.C(F)(F)(F)S(=O)(=O)[O-]

Technology Process of Bis(4-fluorophenyl)iodonium Trifluoromethanesulfonate

There total 6 articles about Bis(4-fluorophenyl)iodonium 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: 72.0%

fluorobenzene (462-06-6) + trifluorormethanesulfonic acid (1493-13-6) → bis(4-fluorophenyl)iodonium triflate (732306-64-8)

Guidance literature:

With iodine; 3-chloro-benzenecarboperoxoic acid; In 1,2-dichloro-ethane; at 20 ℃; for 0.0166667h; Inert atmosphere; Flow reactor; Sonication;

DOI:10.1021/acs.joc.7b01346

Reference yield: 58.0%

fluorobenzene (462-06-6) + trifluorormethanesulfonic acid (1493-13-6) + 4-fluoro-1-iodobenzene (352-34-1) → bis(4-fluorophenyl)iodonium triflate (732306-64-8)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In 1,2-dichloro-ethane; at 20 ℃; for 0.000555556h; Inert atmosphere; Flow reactor; Sonication;

DOI:10.1021/acs.joc.7b01346

Reference yield:

C21H20F2IN2(1+)*CF3O3S(1-) → bis(4-fluorophenyl)iodonium triflate (732306-64-8) + 4-pyrrolidin-1-ylpyridine (2456-81-7)

Guidance literature:

In acetonitrile; at 20 ℃; Equilibrium constant; Inert atmosphere;

DOI:10.1021/jacs.9b12998

upstream raw materials:

fluorobenzene

trifluorormethanesulfonic acid

4-fluoro-1-iodobenzene

tetrabutylammonium trifluoromethylsulfonate

Downstream raw materials:

4,4'-difluorodiphenyl sulfide

4-Fluorophenol

tetrabutylammonium trifluoromethylsulfonate

(+/-)-ethyl 2-cyano-2-(4-fluorophenyl)propanoate

Refernces

• 1、 Bouquin, Maxime,Jaroschik, Florian,Taillefer, Marc. "Versatile and base-free copper-catalyzed α-arylations of aromatic ketones using diaryliodonium salts". supporting information. . Retrieved 2021/06/11.
• 2、 Legault, Claude Y.,Mayer, Robert J.,Mayr, Herbert,Ofial, Armin R.. "Lewis Acidity Scale of Diaryliodonium Ions toward Oxygen, Nitrogen, and Halogen Lewis Bases". supporting information. . Retrieved 2020/03/13.