1204518-00-2

Basic information

• Product Name: (4-chlorophenyl)(mesityl)iodonium trifluoromethanesulfonate
• Synonyms: (4-chlorophenyl)(mesityl)iodonium trifluoromethanesulfonate
• CAS NO: 1204518-00-2
• Molecular Weight: 506.712
• Mol File: 1204518-00-2.mol
• Article Data: 18

Chemical Properties

• CAS DataBase Reference: (4-chlorophenyl)(mesityl)iodonium trifluoromethanesulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: (4-chlorophenyl)(mesityl)iodonium trifluoromethanesulfonate(1204518-00-2)
• EPA Substance Registry System: (4-chlorophenyl)(mesityl)iodonium trifluoromethanesulfonate(1204518-00-2)

Safety Data

• Hazardous Substances Data: 1204518-00-2(Hazardous Substances Data)

Usage

General Description

(4-chlorophenyl)(mesityl)iodonium trifluoromethanesulfonate is a complex chemical compound with a trifluoromethanesulfonate group attached to an iodonium center, which is in turn bonded to a 4-chlorophenyl and a mesityl group. (4-chlorophenyl)(mesityl)iodonium trifluoromethanesulfonate is commonly used as a source of electrophilic iodine(III) in synthetic organic chemistry, where it can be employed as a mild and selective oxidant or as a reagent for the transfer of an iodonium group to other molecules. It is also a useful precursor for the preparation of various aryl-iodonium salts, which find applications in diverse areas such as medicinal chemistry, materials science, and biochemical research. The unique reactivity and stability of (4-chlorophenyl)(mesityl)iodonium trifluoromethanesulfonate make it a valuable tool for the synthesis of complex organic molecules and the functionalization of aromatic compounds.

Upstream product

• 637-87-6 1-Chloro-4-iodobenzene 
• 1493-13-6 trifluorormethanesulfonic acid 
• 108-67-8 1,3,5-trimethyl-benzene 
• 2926-30-9 sodium triflate 
• 1679-18-1 4-Chlorophenylboronic acid 
• 33035-41-5 2-(diacetoxyiodo)mesitylene 

Downstream Products

• 623-03-0 4-Cyanochlorobenzene 
• 136146-68-4 1-methyl-2-(4-chlorophenyl)-1H-pyrrole 
• 106-39-8 bromochlorobenzene 
• 106-46-7 para-dichlorobenzene 
• 1613334-07-8 1-(p-chlorophenyl)-2-(p-methoxyphenyl)-3,3-dimethylcyclopentene 
• 1613158-02-3 3-(4-chlorobenzyl)-1,3-dimethylindolin-2-one 
• 5189-31-1 3-(4-chlorophenyl)-4-(4-methoxyphenyl)-1,2-dihydronaphthalene 
• 1430342-21-4 2-(4-chlorophenyl)-3-hydroxy-1-phenylpropan-1-one 
• 1383933-48-9 (3aS,8aR)-1-benzyl-3a-(4-chlorophenyl)-8-methyl-3,3a,8,8a-tetrahydropyrrolo[2,3-b]indol-2(1H)-one 
• 1330681-43-0 (R)-3-(2-(4-chlorophenyl)propanoyl)oxazolidin-2-one 
• 1330681-54-3 (R)-benzyl 4-(3-(4-chlorophenyl)-4-oxo-4-(2-oxooxazolidin-3-yl)butyl)piperidine-1-carboxylate 

Relevant articles and documents

Refining boron-iodane exchange to access versatile arylation reagents

Aryl(Mes)iodonium salts, which are multifaceted aryl transfer reagents, are synthesized via boron-iodane exchange. Modification to both the nucleophilic (aryl boron) and electrophilic (mesityl-λ3-iodane) reaction components results in improved yield and faster reaction time compared to previous conditions. Mechanistic studies reveal a pathway that is more like transmetallation than SEAr.

Synthesis of Diverse Aryliodine(III) Reagents by Anodic Oxidation?

An anodic oxidation enabled synthesis of hypervalent iodine(III) reagents from aryl iodides is demonstrated. Under mild electrochemical conditions, a range of aryliodine(III) reagents including iodosylarenes, (difunctionaliodo)arenes, benziodoxoles and diaryliodonium salts can be efficiently synthesized and derivatized in good to excellent yields with high selectivity. As only electrons serve as the oxidation reagents, this method offers a more straightforward and sustainable manner avoiding the use of expensive or hazardous chemical oxidants.

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).