Diphenyliodonium trifluoromethanesulfonate

Base Information

• Chemical Name: Diphenyliodonium trifluoromethanesulfonate
• CAS No.: 66003-76-7
• Molecular Formula: C12H10I.CF3O3S
• Molecular Weight: 430.186
• Hs Code.: 2904909090
• European Community (EC) Number: 434-160-1,624-688-2
• DSSTox Substance ID: DTXSID20371865
• Mol file: 66003-76-7.mol

Synonyms:Diphenyliodonium trifluoromethanesulfonate;66003-76-7;Diphenyliodonium triflate;diphenyliodanium;trifluoromethanesulfonate;MFCD00191356;SCHEMBL36177;C13H10F3IO3S;DTXSID20371865;AMY37887;AKOS015902815;Diphenyliodonium trifluoromethansulfonat;CS-W007516;DS-5204;diphenyliodanium trifluoromethanesulfonate;Diphenyliodonium trifluoromethane sulfonate;SY060340;D2253;FT-0625271;DIPHENYLIODONIUMTRIFLUOROMETHANESULFONATE;A835301;W-200042;Iodonium, diphenyl-, 1,1,1-trifluoromethanesulfonate (1:1);diphenyliodonium

Chemical Property of Diphenyliodonium trifluoromethanesulfonate

Chemical Property:

• Melting Point: 46-49 °C(lit.)
• PSA: 65.58000
• LogP: 0.94720
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Light Sensitive
• Solubility.: PGMEA: ~1%
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 429.93475
• Heavy Atom Count: 21
• Complexity: 261

Purity/Quality:

99.9% ^*data from raw suppliers

Diphenyliodonium Trifluoromethanesulfonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)[I+]C2=CC=CC=C2.C(F)(F)(F)S(=O)(=O)[O-]
• Uses: Diphenyliodonium Trifluoromethanesulfonate is a useful research chemical. Reagent for phenylation. Cationic photoinitiator. Photoacid generator.

Technology Process of Diphenyliodonium trifluoromethanesulfonate

There total 36 articles about Diphenyliodonium 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: 98.0%

diphenyliodonium chloride (1483-72-3) + silver trifluoromethanesulfonate (2923-28-6) → Diphenyliodonium triflate (66003-76-7)

Guidance literature:

In acetonitrile; at 20 ℃; for 2h;

DOI:10.1016/S0040-4020(99)01090-X

Reference yield: 97.0%

iodobenzene (591-50-4) + trifluorormethanesulfonic acid (1493-13-6) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → Diphenyliodonium triflate (66003-76-7)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 - 20 ℃; for 0.5h;

DOI:10.1021/ol2012082

Reference yield: 93.0%

trifluorormethanesulfonic acid (1493-13-6) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → Diphenyliodonium triflate (66003-76-7)

Guidance literature:

With iodine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 80 ℃; for 0.166667h; Further Variations:; Temperatures; reaction times; Product distribution;

DOI:10.1002/adsc.200700373

upstream raw materials:

tributylphenylstannane

di(cyano)iodonium triflate

trifluorormethanesulfonic acid

[bis(acetoxy)iodo]benzene

Downstream raw materials:

iodobenzene

4-iodo-biphenyl

2-iodobiphenyl

3-iodo-1,1'-biphenyl

Refernces

• 1、 Kervefors, Gabriella,Kersting, Leonard,Olofsson, Berit. "Transition Metal-Free N-Arylation of Amino Acid Esters with Diaryliodonium Salts". supporting information. p. 5790 - 5795. Retrieved 2021/03/08.
• 2、 Soldatova, Natalia S.,Semenov, Artem V.,Geyl, Kirill K.,Baykov, Sergey V.,Shetnev, Anton A.,Konstantinova, Anna S.,Korsakov, Mikhail M.,Yusubov, Mekhman S.,Postnikov, Pavel S.. "Copper-Catalyzed Selective N-Arylation of Oxadiazolones by Diaryliodonium Salts". supporting information. p. 3566 - 3576. Retrieved 2021/06/16.