1203709-75-4

Basic information

• Product Name: 4-bromo-2,4,6-trimethyldiphenyliodonium trifluoromethanesulfonate
• Synonyms: 4-bromo-2,4,6-trimethyldiphenyliodonium trifluoromethanesulfonate
• CAS NO: 1203709-75-4
• Molecular Weight: 551.163
• Mol File: 1203709-75-4.mol
• Article Data: 17

Chemical Properties

• CAS DataBase Reference: 4-bromo-2,4,6-trimethyldiphenyliodonium trifluoromethanesulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: 4-bromo-2,4,6-trimethyldiphenyliodonium trifluoromethanesulfonate(1203709-75-4)
• EPA Substance Registry System: 4-bromo-2,4,6-trimethyldiphenyliodonium trifluoromethanesulfonate(1203709-75-4)

Safety Data

• Hazardous Substances Data: 1203709-75-4(Hazardous Substances Data)

Upstream product

• 108-86-1 bromobenzene 
• 1493-13-6 trifluorormethanesulfonic acid 
• 4028-63-1 iodomesitylene 
• 589-87-7 1,4-bromoiodobenzene 
• 108-67-8 1,3,5-trimethyl-benzene 

Downstream Products

• 623-00-7 4-bromobenzenecarbonitrile 
• 1430342-22-5 2-(4-bromophenyl)-3-hydroxy-1-phenylpropan-1-one 
• 402-43-7 p-trifluoromethylphenyl bromide 
• 1383933-50-3 (3aS,8aR)-1-benzyl-3a-(4-bromophenyl)-8-methyl-3,3a,8,8a-tetrahydropyrrolo[2,3-b]indol-2(1H)-one 
• 1174062-74-8 N-(4-bromophenyl)-2-phenylpropionamide 

Relevant articles and documents

Scalable electrochemical synthesis of diaryliodonium salts

Cyclic and acyclic diaryliodonium are synthesised by anodic oxidation of iodobiaryls and iodoarene/arene mixtures, respectively, in a simple undivided electrolysis cell in MeCN-HFIP-TfOH without any added electrolyte salts. This atom efficient process does not require chemical oxidants and generates no chemical waste. More than 30 cyclic and acyclic diaryliodonium salts with different substitution patterns were prepared in very good to excellent yields. The reaction was scaled-up to 10 mmol scale giving more than four grams of dibenzo[b,d]iodol-5-ium trifluoromethanesulfonate (>95%) in less than three hours. The solvent mixture of the large-scale experiment was recovered (>97%) and recycled several times without significant reduction in yield.

Versatile and base-free copper-catalyzed α-arylations of aromatic ketones using diaryliodonium salts

A ligand and base-free copper catalyzed synthetic method for the efficient α-arylation of aromatic ketones is described. In order to avoid strong bases, ketone-derived silyl enol ethers were employed. Their reaction with diaryliodonium salts as aryl source provided the intermolecular C–C coupling displaying good functional group tolerance and requiring low catalyst loading.

Flow Synthesis of Diaryliodonium Triflates

A safe and scalable synthesis of diaryliodonium triflates was achieved using a practical continuous-flow design. A wide array of electron-rich to electron-deficient arenes could readily be transformed to their respective diaryliodonium salts on a gram scale, with residence times varying from 2 to 60 s (44 examples).