120976-84-3

Basic information

• Product Name: phenyl(p-tolyl)iodonium trifluoromethanesulfonate
• Synonyms: phenyl(p-tolyl)iodonium trifluoromethanesulfonate
• CAS NO: 120976-84-3
• Molecular Weight: 444.213
• Mol File: 120976-84-3.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: phenyl(p-tolyl)iodonium trifluoromethanesulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: phenyl(p-tolyl)iodonium trifluoromethanesulfonate(120976-84-3)
• EPA Substance Registry System: phenyl(p-tolyl)iodonium trifluoromethanesulfonate(120976-84-3)

Safety Data

• Hazardous Substances Data: 120976-84-3(Hazardous Substances Data)

Upstream product

• 591-50-4 iodobenzene 
• 358-23-6 trifluoromethylsulfonic anhydride 
• 108-88-3 toluene 
• 1493-13-6 trifluorormethanesulfonic acid 
• 3240-34-4 [bis(acetoxy)iodo]benzene 
• 624-31-7 4-tolyl iodide 
• 71-43-2 benzene 
• 108-86-1 bromobenzene 
• 106-38-7 para-bromotoluene 
• 536-80-1 iodosylbenzene 

Downstream Products

• 124244-39-9 2-phenyl-2,5-dihydrofuran 
• 5285-74-5 4-tolyl thiocyanate 
• 51390-16-0 1-(4-methylphenyl)-3,5-diphenyl-1H-pyrazole 
• 2183-27-9 1,3,5-triphenyl-1H-pyrazole 
• 115-86-6 phosphoric acid triphenyl ester 
• 78-31-9 (4-methylphenyl) diphenyl phosphate 
• 1706-96-3 phenyl diphenylphosphinate 
• 21713-53-1 4-methyl-o-phenyl phenyl(phenyl)phosphinate 
• 60544-08-3 2-(4-methylphenyl)naphthalene-1,4-dione 
• 2348-77-8 2-phenyl[1,4]naphthoquinone 
• 30237-07-1 p-tolyl-[1,4]benzoquinone 
• 363-03-1 2-phenyl-1,4-benzoquinone 
• 585510-17-4 7-methyl-9-phenyl-1,2,3,4-tetrahydroacridine 
• 1454697-20-1 7-methyl-9-phenyl-2,3-dihydro-1H-cyclopenta[b]quinoline 

Relevant articles and documents

High-yielding one-pot synthesis of diaryliodonium triflates from arenes and iodine or aryl iodides

Unsymmetric and symmetric diaryliodonium triflates are synthesized from both electron-deficient and electron-rich substrates in a fast, high yielding, and operationally simple protocol employing arenes and aryl iodides or iodine. The Royal Society of Chem

Arylation with unsymmetrical diaryliodonium salts: A chemoselectivity study

Phenols, anilines, and malonates have been arylated under metal-free conditions with twelve aryl(phenyl)iodonium salts in a systematic chemoselectivity study. A new "anti-ortho effect" has been identified in the arylation of malonates. Several "dummy groups" have been found that give complete chemoselectivity in the transfer of the phenyl moiety, irrespective of the nucleophile. An aryl exchange in the diaryliodonium salts has been observed under certain arylation conditions. DFT calculations have been performed to investigate the reaction mechanism and to elucidate the origins of the observed selectivities. These results are expected to facilitate the design of chiral diaryliodonium salts and the development of catalytic arylation reactions that are based on these sustainable and metal-free reagents. Copyright

Efficient and general one-pot synthesis of diaryliodonium triflates: Optimization, scope and limitations

Symmetrical and unsymmetrical diaryliodonium triflates have been synthesized from both electron-deficient and electron-rich arenes and aryl iodides with mCPBA and triflic acid. A thorough investigation of the optimization, scope and limitations has resulted in an improved one-pot protocol that is fast, high-yielding, and operationally simple. The reaction has been extended to the direct synthesis of symmetrical iodonium salts from iodine and arenes, conveniently circumventing the need for aryl iodides.