936326-60-2

Basic information

• Product Name: phenyl(2,4,6-trimethoxyphenyl)iodonium 4-methylbenzenesulfonate
• Synonyms: phenyl(2,4,6-trimethoxyphenyl)iodonium 4-methylbenzenesulfonate
• CAS NO: 936326-60-2
• Molecular Weight: 542.392
• Mol File: 936326-60-2.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: phenyl(2,4,6-trimethoxyphenyl)iodonium 4-methylbenzenesulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: phenyl(2,4,6-trimethoxyphenyl)iodonium 4-methylbenzenesulfonate(936326-60-2)
• EPA Substance Registry System: phenyl(2,4,6-trimethoxyphenyl)iodonium 4-methylbenzenesulfonate(936326-60-2)

Safety Data

• Hazardous Substances Data: 936326-60-2(Hazardous Substances Data)

Usage

General Description

"Phenyl(2,4,6-trimethoxyphenyl)iodonium 4-methylbenzenesulfonate is a complex chemical compound that consists of a phenyl group attached to a 2,4,6-trimethoxyphenyl group, with an iodonium cation and a 4-methylbenzenesulfonate anion. phenyl(2,4,6-trimethoxyphenyl)iodonium 4-methylbenzenesulfonate is commonly used in organic synthesis as a source of iodine for oxidizing substrates, as well as a mild electrophile in various reactions. Its unique structure and reactivity make it a versatile reagent in medicinal chemistry and materials science, where it can be utilized for the functionalization of aromatic rings and the synthesis of various biologically active molecules."

Upstream product

• 104-15-4 toluene-4-sulfonic acid 
• 621-23-8 1,2,3-trimethoxybenzene 
• 27126-76-7 [hydroxy(tosyloxy)iodo]benzene 
• 591-50-4 iodobenzene 

Downstream Products

• 84940-58-9 4-phenyl-3-(p-tolyl)-1,2,4-oxadiazol-5(4H)-one 
• 520-03-6 N-phenylphthalimide 
• 83-25-0 N-phenylmaleimide 
• 33558-00-8 5-methyl-3-phenylimidazolidine-2,4-dione 
• 2221-12-7 1-methyl-3-phenyl-2,4-imidazolidinedione 
• 52461-02-6 3,5,5-triphenylimidazolidine-2,4-dione 
• 2221-13-8 3-phenylimidazolidine-2,4-dione 
• 72366-52-0 4-phenyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside 
• 77667-56-2 4-phenyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside 

Relevant articles and documents

Copper-Catalyzed Selective N-Arylation of Oxadiazolones by Diaryliodonium Salts

Here, we report the method for copper-catalyzed N-arylation of diverse oxadiazolones by diaryliodonium salts under mild conditions in high yields (up to 92%) using available CuI as a catalyst. The developed method allows utilizing both symmetric and unsymmetric diaryliodonium salts bearing auxiliary groups such as 2,4,6-trimethoxyphenyl (TMP). We found that the steric effects in aryl moieties determined the chemoselectivity of N- and O-arylation of the 1,2,4-oxadiazol-5(4H)-ones. Mesityl-substituted diaryliodonium salts demonstrated the high potential as a selective arylation reagent. The structural study suggests that steric accessibility of N-atom in 1,2,4-oxadiazol-5(4H)-ones impact to arylation with sterically hindered diaryliodonium salts. The synthetic application of proposed method was also demonstrated on selective arylation of 1,3,4-oxadiazol-2(3H)-ones and 1,2,4-oxadiazole-5-thiol. (Figure presented.).

Chemoselective Radiosyntheses of Electron-Rich [18F]Fluoroarenes from Aryl(2,4,6-trimethoxyphenyl)iodonium Tosylates

Hypervalent diaryliodonium salts have been used to produce various [18F]fluoroarenes. The iodonium salt approach as a labeling precursor has been established to equally afford complex 18F-fluorinated molecules. Because of the inheren

Unsymmetrical Aryl(2,4,6-trimethoxyphenyl)iodonium Salts: One-Pot Synthesis, Scope, Stability, and Synthetic Studies

Diaryliodonium salts have recently attracted significant attention as metal-free-arylation reagents in organic synthesis, and efficient access to these salts is critical for advancement of their use in reaction discovery and development. The trimethoxybenzene-derived auxiliary is a promising component of unsymmetrical variants, yet access remains limited. Here, a one-pot synthesis of aryl(2,4,6-trimethoxyphenyl)iodonium salts from aryl iodides, m-CPBA, p-toluenesulfonic acid, and trimethoxybenzene is described. Optimization of the reaction conditions for this one-pot synthesis was enabled by the method of multivariate analysis. The reaction is fast (85% average), and has broad substrate scope (>25 examples) including elaborate aryl iodides. The utility of these reagents is demonstrated in moderate to high yielding arylation reactions with C-, N-, O-, and S-nucleophiles including the synthesis of a liquid crystal molecule.