Diphenyliodonium hexafluorophosphate

Base Information

• Chemical Name: Diphenyliodonium hexafluorophosphate
• CAS No.: 58109-40-3
• Molecular Formula: C12H10I^.F6P
• Molecular Weight: 426.08
• Hs Code.: 29319090
• European Community (EC) Number: 261-134-5
• DSSTox Substance ID: DTXSID70886252
• Mol file: 58109-40-3.mol

Synonyms:diphenyliodonium;diphenyliodonium bromide;diphenyliodonium chloride;diphenyliodonium hexafluoroarsenate;diphenyliodonium hexafluorophosphate;diphenyliodonium iodide;diphenyliodonium nitrate;diphenyliodonium nitrite;diphenyliodonium sulfate (1:1);diphenyliodonium tosylate;iodonium biphenyl;iodoniumdiphenyl

Chemical Property of Diphenyliodonium hexafluorophosphate

Chemical Property:

• Melting Point: 140-144 °C(lit.)
• PSA: 13.59000
• LogP: 3.19740
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Sensitive.: Light Sensitive
• Solubility.: Soluble in tetrahydrofuran, ethyl acetate, methanol, acetonitril
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 425.94690
• Heavy Atom Count: 20
• Complexity: 179

Purity/Quality:

99% ^*data from raw suppliers

Diphenyliodonium hexafluorophosphate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C,Xi
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)[I+]C2=CC=CC=C2.F[P-](F)(F)(F)(F)F
• Uses: Catalyst for the photochemical polymerization of various monomers. Diphenyliodonium hexafluorophosphate is used as cationic photoinitiator and photoacid generator. It acts as a catalyst for the photochemical polymerization of various monomers. Further, it used as arylating reagent as well as an oxidant in organic synthesis.

Technology Process of Diphenyliodonium hexafluorophosphate

There total 6 articles about Diphenyliodonium hexafluorophosphate 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:

benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → diphenyliodonium hexafluorophosphate (58109-40-3)

Guidance literature:

benzene; With iodine; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 40 ℃; for 0.25h;

With trifluorormethanesulfonic acid; In dichloromethane; at 0 - 20 ℃; for 12h;

With sodium hexaflorophosphate; In dichloromethane; water; at 20 ℃; for 12h;

DOI:10.1021/acs.orglett.1c03319

Reference yield:

diphenyliodonium 4-nitrophenolate → potassium 4-nitrophenolate (1124-31-8) + diphenyliodonium hexafluorophosphate (58109-40-3)

Guidance literature:

With potassium hexafluorophosphate; In acetonitrile; at 20 ℃; Temperature; Equilibrium constant; Inert atmosphere;

DOI:10.1021/jacs.9b12998

Reference yield:

diphenyliodonium 4-nitrophenolate + tert-butylammonium hexafluorophosphate(V) (3109-63-5) → tetra-n-butylammonium p-nitrophenoxide (3002-48-0) + diphenyliodonium hexafluorophosphate (58109-40-3)

Guidance literature:

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

DOI:10.1021/jacs.9b12998

upstream raw materials:

iodobenzene

benzene

tert-butylammonium hexafluorophosphate(V)

Downstream raw materials:

iodobenzene

biphenyl

Acetanilid

4-iodo-biphenyl

Refernces

• 1、 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.
• 2、 -. "Method for making diaryliodonium polyhalometalloid salts". . . Retrieved 2008/06/13.