144930-55-2

Basic information

• Product Name: (4-iodophenyl)(phenyl)iodonium trifluoromethanesulfonate
• Synonyms: (4-iodophenyl)(phenyl)iodonium trifluoromethanesulfonate
• CAS NO: 144930-55-2
• Molecular Weight: 556.083
• Mol File: 144930-55-2.mol
• Article Data: 15

Chemical Properties

• CAS DataBase Reference: (4-iodophenyl)(phenyl)iodonium trifluoromethanesulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: (4-iodophenyl)(phenyl)iodonium trifluoromethanesulfonate(144930-55-2)
• EPA Substance Registry System: (4-iodophenyl)(phenyl)iodonium trifluoromethanesulfonate(144930-55-2)

Safety Data

• Hazardous Substances Data: 144930-55-2(Hazardous Substances Data)

Upstream product

• 139-02-6 sodium phenoxide 
• 1121-70-6 sodium 4-methylphenoxide 
• 1193-00-6 sodium 4-chlorophenolate 
• 591-50-4 iodobenzene 
• 2926-30-9 sodium triflate 
• 1493-13-6 trifluorormethanesulfonic acid 
• 603-32-7 triphenyl-arsane 
• 131170-46-2 C₉H₈F₃IO₅S 
• 624-38-4 para-diiodobenzene 
• 125672-05-1 phenyl[(trifluoromethane)sulfonyloxy]-lambda-3-iodanyl trifluoromethanesulfonate 
• 358-23-6 trifluoromethylsulfonic anhydride 
• 108-90-7 chlorobenzene 
• 108-86-1 bromobenzene 
• 589-87-7 1,4-bromoiodobenzene 

Downstream Products

• 23717-59-1 2,2-diphenyl-1,3-indanedione 
• 3857-04-3 [18F]fluorobenzene 
• 153750-28-8 1-[¹⁸F]fluoro-4-iodobenzene 
• 51694-12-3 1-iodo-4-selenocyanatobenzene 
• 1497484-42-0 N'-(4-iodophenyl)-N-(p-tolyl)piperidine-1-carboximidamide 
• 18434-12-3 1,2-diphenyl-1H-indole 
• 1706-96-3 phenyl diphenylphosphinate 
• 1591-31-7 4-iodo-biphenyl 

Relevant articles and documents

Enhanced aqueous Suzuki-Miyaura coupling allows site-specific polypeptide 18F-labeling

The excesses of reagents used in protein chemistry are often incompatible with the reduced or even inverse stoichiometries used for efficient radiolabeling. Analysis and screening of aqueous Pd(0) ligand systems has revealed the importance of a guanidine core and the discovery of 1,1-dimethylguanidine as an enhanced ligand for aqueous Suzuki-Miyaura cross-coupling. This novel Pd catalyst system has now allowed the labeling of small molecules, peptides, and proteins with the fluorine-18 prosthetic [ 18F]4-fluorophenylboronic acid. These findings now enable site-specific protein 18F-labeling under biologically compatible conditions using a metal-triggered reaction.

Reactions of PhIX2I(iii) oxidants with heavy triphenyl pnictines

The reactions of [PhI(pyridine)2]2+, PhI(OAc)2and PhI(OTf)(OAc) with Ph3As, Ph3Sb and Ph3Bi are described. The reactions of [PhI(pyridine)2]2+with Ph3Sb and Ph3Bi afford dicationic Pn(v) complexes ligated by pyridine in one step. These were previously reported by Burford in multi-step syntheses. Reactions with PhI(OAc)2, which were already known for Sb and Bi giving Pn(v) diacetates, were confirmed to give the same type of compound for As. Reactions with PhI(OAc)(OTf) were less selective, resulting in the isolation of iodonium cations [Ph-I-Ph]+for As and Bi, while Ph3Sb gave an oxobridged di-antimony species characteristic of the decomposition of a high valent triflate bound species.

Transition-Metal-Free N-Arylation of Pyrazoles with Diaryliodonium Salts

A new synthetic method was developed for the N-arylation of pyrazoles using diaryliodonium salts. The transformation does not require any transition-metal catalyst and provides the desired N-arylpyrazoles rapidly under mild reaction condition in the presence of aqueous ammonia solution as a mild base without the use of inert atmosphere. The chemoselectivity of unsymmetric diaryliodonium salts was also explored with large number of examples.