58109-40-3 Usage
Description
Diphenyliodonium hexafluorophosphate, also known as DIPF, is a versatile chemical compound with a unique structure that features a diphenyliodonium cation and a hexafluorophosphate anion. It is widely recognized for its exceptional catalytic properties and is commonly utilized in various chemical reactions and processes.
Uses
Used in Photochemical Polymerization:
Diphenyliodonium hexafluorophosphate is used as a catalyst for the photochemical polymerization of various monomers. Its ability to initiate and accelerate the polymerization process under light exposure makes it a valuable component in the synthesis of polymers with controlled structures and properties.
Used in Organic Synthesis:
In the field of organic synthesis, Diphenyliodonium hexafluorophosphate serves as a cationic photoinitiator and photoacid generator. Its dual role allows it to initiate and control the polymerization process, as well as generate reactive intermediates that can be used in a wide range of chemical reactions.
Used as an Arylating Reagent:
Diphenyliodonium hexafluorophosphate is also employed as an arylating reagent in organic synthesis. Its reactivity and selectivity make it a preferred choice for introducing aryl groups into various organic molecules, leading to the formation of a diverse array of aryl-containing compounds.
Used as an Oxidant:
In addition to its other applications, Diphenyliodonium hexafluorophosphate is also used as an oxidant in organic synthesis. Its ability to selectively oxidize various functional groups makes it a valuable tool for the preparation of a wide range of oxidized compounds, including alcohols, aldehydes, and ketones.
Check Digit Verification of cas no
The CAS Registry Mumber 58109-40-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,8,1,0 and 9 respectively; the second part has 2 digits, 4 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 58109-40:
(7*5)+(6*8)+(5*1)+(4*0)+(3*9)+(2*4)+(1*0)=123
123 % 10 = 3
So 58109-40-3 is a valid CAS Registry Number.
InChI:InChI=1/C12H10I.F6P/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12;1-7(2,3,4,5)6/h1-10H;/q+1;-1
58109-40-3Relevant articles and documents
Photoredox-Catalyzed Cascade Reactions Involving Aryl Radical: Total Synthesis of (±)-Norascyronone A and (±)-Eudesmol
Xu, Ze-Jun,Liu, Xu-Yuan,Zhu, Ming-Zhu,Xu, Yu-Liang,Yu, Yue,Xu, Hai-Ruo,Cheng, Ai-Xia,Lou, Hong-Xiang
supporting information, p. 9073 - 9077 (2021/12/06)
Herein, we have developed two types of photoredox-catalyzed cascade reactions using diaryliodonium salts for the concise synthesis of norascyronone A and β-eudesmol. A rationally designed photoredox-catalyzed arylation/cyclization/Friedel-Crafts cascade reaction of enone was exploited to generate the norascyronone polycyclic skeleton. A visible-light-induced radical cyclization/acyloxy-migration reaction was explored to forge the decalin skeleton of eudesmol, and mechanistic studies indicated the reaction was initiated by one-electron oxidation of the enol ester.
Halogen exchange via a halogenation of diaryliodonium salts with cuprous halide
Li, Jian,Liu, Li,Ding, Dong,Sun, Jiang-Tao
, p. 541 - 548 (2014/01/06)
An efficient halogenation reaction has been developed with diaryliodonium salts and cuprous halides. Various diaryliodonium salts 1 could perform the reaction with readily available CuBr or CuCl in CH3CN at 80°C, assembling bromoarenes or chloroarenes in up to 92% yields. This provides us a method for the transformation from iodoarenes to other haloarenes.
Photoinitiators
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, (2008/06/13)
Halogen onium salts, and onium salts of Group VA and V1A elements having an MF6- anion, where M is selected from P, As and Sb, have been found to exhibit unusual activity under ultraviolet light. These onium salts can be employed as cationic photoinitiators when used with a variety of organic resins and cyclic organic compounds.