312727-69-8

Basic information

• Product Name: phenyl(2,4,6-triisopropylphenyl)iodonium trifluoromethanesulfonate
• Synonyms: phenyl(2,4,6-triisopropylphenyl)iodonium trifluoromethanesulfonate
• CAS NO: 312727-69-8
• Molecular Weight: 556.428
• Mol File: 312727-69-8.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: phenyl(2,4,6-triisopropylphenyl)iodonium trifluoromethanesulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: phenyl(2,4,6-triisopropylphenyl)iodonium trifluoromethanesulfonate(312727-69-8)
• EPA Substance Registry System: phenyl(2,4,6-triisopropylphenyl)iodonium trifluoromethanesulfonate(312727-69-8)

Safety Data

• Hazardous Substances Data: 312727-69-8(Hazardous Substances Data)

Upstream product

• 591-50-4 iodobenzene 
• 1493-13-6 trifluorormethanesulfonic acid 
• 108-67-8 1,3,5-trimethyl-benzene 
• 2100-22-3 1-iodo-2,4,6-triisopropylbenzene 
• 71-43-2 benzene 
• 717-74-8 1,3,5-triisopropyl benzene 

Downstream Products

• 13402-31-8 1,3,5-triisopropyl-2-nitrobenzene 
• 98-95-3 nitrobenzene 
• 127-63-9 diphenyl sulphone 
• 1416262-12-8 1,3,5-triisopropyl-2-(phenylsulfonyl)benzene 
• 3052-73-1 diethyl-dithiocarbamic acid phenyl ester 
• 16906-70-0 phenyl N,N-dimethyl dithiocarbamate 
• 351186-42-0 N‐morpholinobenzenesulfonamide 
• 15185-05-4 4-phenylcoumarin 
• 92-52-4 biphenyl 
• 24388-23-6 2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole 
• 1217265-45-6 methyl (2S)-2-acetamido-3-(2-phenyl-1H-indol-3-yl)propanoate 
• 519-87-9 N,N-diphenylacetamide 

Relevant articles and documents

Sterically Congested 2,6-Disubstituted Anilines from Direct C?N Bond Formation at an Iodine(III) Center

2,6-Disubstituted anilines are readily prepared from the direct reaction between amides and diaryliodonium salts. As demonstrated for 24 different examples, the reaction is of unusually broad scope with respect to the sterically congested arene and the nitrogen source, occurs without the requirement for any additional promoter, and proceeds through a direct reductive elimination at the iodine(III) center. The efficiency of the coupling procedure is further demonstrated within the short synthesis of a chemerin binding inhibitor.

One-Pot C?H Functionalization of Arenes by Diaryliodonium Salts

A transition-metal-free, mild, and highly regioselective synthesis of nitroarenes from arenes has been developed. The products are obtained in a sequential one-pot reaction by nitration of iodine(III) reagents with two carbon ligands, which are formed in situ from iodine(I). This novel concept has been extended to formation of aryl azides, and constitutes an important step towards catalytic reactions with these hypervalent iodine reagents. An efficient nitration of isolated diaryliodonium salts has also been developed, and the mechanism is proposed to proceed by a [2,2] ligand coupling pathway.

A mild carbon-boron bond formation from diaryliodonium salts

The direct metal-free borylation of diaryliodonium salts with diboron reagents is now demonstrated to be a feasible process toward formation of aryl boronic esters without any additive or catalysts, and it can be extended to a two-step C-C coupling of both aryl groups of the initial diaryliodonium reagent.