1203709-76-5

Basic information

• Product Name: (3-BroMophenyl)(2,4,6-triMethylphenyl)iodoniuM triflate
• Synonyms: (3-BroMophenyl)(2,4,6-triMethylphenyl)iodoniuM triflate;(3-Bromophenyl)(2,4,6-trimethylphenyl)iodonium trifluoromethanesulfonate;(3-Bromophenyl)mesityliodonium triflate;(3-bromophenyl)(mesityl)iodonium;(3-Bromophenyl)(mesityl)iodonium Trifluoromethanesulfonate;Iodonium, (3-bromophenyl)(2,4,6-trimethylphenyl)-, 1,1,1-trifluoromethanesulfonate (1:1)
• CAS NO: 1203709-76-5
• Molecular Formula: CF₃O₃S*C₁₅H₁₅BrI
• Molecular Weight: 551.1571796
• Mol File: 1203709-76-5.mol
• Article Data: 8

Chemical Properties

• Melting Point: 170 °C
• Appearance: /
• Solubility: soluble in Methanol
• BRN: 20041340
• CAS DataBase Reference: (3-BroMophenyl)(2,4,6-triMethylphenyl)iodoniuM triflate(CAS DataBase Reference)
• NIST Chemistry Reference: (3-BroMophenyl)(2,4,6-triMethylphenyl)iodoniuM triflate(1203709-76-5)
• EPA Substance Registry System: (3-BroMophenyl)(2,4,6-triMethylphenyl)iodoniuM triflate(1203709-76-5)

Safety Data

• Hazard Codes: T
• Statements: 25-36/37/38
• Safety Statements: 26-45
• RIDADR: UN 2811 6.1 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 1203709-76-5(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
(3-Bromophenyl)(2,4,6-trimethylphenyl)iodonium triflate is used as a reagent for transferring the bromophenyl or trimethylphenyl group to other organic molecules, facilitating the formation of new carbon-carbon and carbon-heteroatom bonds. This capability is essential for the synthesis of complex organic compounds.
Used in Pharmaceutical Production:
In the pharmaceutical industry, (3-Bromophenyl)(2,4,6-trimethylphenyl)iodonium triflate is used as a key intermediate in the synthesis of various drugs. Its role in creating specific molecular structures contributes to the development of new pharmaceuticals with targeted therapeutic effects.
Used in Agrochemical Production:
Similarly, in agrochemicals, (3-Bromophenyl)(2,4,6-trimethylphenyl)iodonium triflate is utilized as a reagent to produce molecules with pesticidal or herbicidal properties, enhancing crop protection and yield.
Used in Materials Science:
(3-Bromophenyl)(2,4,6-trimethylphenyl)iodonium triflate is also applied in materials science for the synthesis of advanced materials with specific properties, such as conductivity, stability, or reactivity, which are vital for various technological applications.
Used in Organic Chemistry Research:
As an important tool in organic chemistry, (3-Bromophenyl)(2,4,6-trimethylphenyl)iodonium triflate is used in research to explore new reaction mechanisms, develop innovative synthetic methods, and understand the fundamental principles of chemical bonding and reactivity in complex organic systems.

Upstream product

• 1493-13-6 trifluorormethanesulfonic acid 
• 591-18-4 1-Bromo-3-iodobenzene 
• 108-67-8 1,3,5-trimethyl-benzene 

Downstream Products

• 1330681-48-5 (R)-3-(2-(3-bromophenyl)propanoyl)oxazolidin-2-one 
• 1330660-64-4 (S)-3-(2-(3-bromophenyl)propanoyl)oxazolidin-2-one 
• 1276111-41-1 (S)-2-(3-bromophenyl)-1-octanol 

Relevant articles and documents

Catalyst-Free Arylation of Tertiary Phosphines with Diaryliodonium Salts Enabled by Visible Light

The visible-light-induced arylation of tertiary phosphines with aryl(mesityl)iodonium triflates to produce the quaternary phosphonium salts occurs under mild, metal, and catalyst-free conditions. Photo-excited EDA complexes between diaryliodonium salts an

Copper-Catalyzed N-Arylation of Nitroenamines with Diaryliodonium Salts

A novel synthetic methodology was developed for the N-arylation of nitroenamine derivatives utilizing diaryliodonium triflates and copper(I) chloride as a catalyst. The procedure enables the easy aryl transfer from the hypervalent species under mild catalytic conditions with unusual heteroatom preference and high efficiency.

Copper-catalyzed oxidative ring closure of ortho-cyanoanilides with hypervalent iodonium salts: Arylation-ring closure approach to iminobenzoxazines

A novel, highly modular synthetic methodology with high functional group tolerance was developed for the construction of iminobenzoxazine derivatives from ortho-cyanoanilides and diaryliodonium triflates via an oxidative arylation-cyclization path. The reaction is supposed to involve the formation of highly active aryl-copper(III) species. In this novel transformation, copper(II) triflate was used as catalyst in 1,2-dichloroethane or ethyl acetate and the reaction takes place at 75 °C in 2-16 h.

Transition-Metal-Free N-Arylation of Pyrazoles with Diaryliodonium Salts

A new synthetic method was developed for the N-arylation of pyrazoles using diaryliodonium salts. The transformation does not require any transition-metal catalyst and provides the desired N-arylpyrazoles rapidly under mild reaction condition in the presence of aqueous ammonia solution as a mild base without the use of inert atmosphere. The chemoselectivity of unsymmetric diaryliodonium salts was also explored with large number of examples.

Utilization of Copper-Catalyzed Carboarylation-Ring Closure for the Synthesis of New Oxazoline Derivatives

A copper-catalyzed carboarylation-ring-closure strategy was used for the modular synthesis of oxazolines via the reaction of 1-aryl- and 1-alkylpropargylamides and diaryliodonium salts. The novel approach enables the efficient, modular synthesis of oxazol

Copper-catalyzed oxidative ring closure and carboarylation of 2-ethynylanilides

A new copper-catalyzed oxidative ring closure of ethynyl anilides with diaryliodonium salts was developed for the highly modular construction of benzoxazines bearing a fully substituted exo double bond. The oxidative transformation includes an unusual 6-exo-dig cyclization step with the formation of C-O and C-C bonds.

Enantioselective α-arylation of N-acyloxazolidinones with copper(II)-bisoxazoline catalysts and diaryliodonium salts

A new strategy for the catalytic enantioselective α-arylation of N-acyloxazolidinones with chiral copper(II)-bisoxazoline complexes and diaryliodonium salts is described. The mild catalytic conditions are operationally simple, produce valuable synthetic building blocks in excellent yields and enantioselectivities, and can be applied to the synthesis of important nonsteroidal anti-inflammatory agents and their analogues.

Palladium-catalysed ortho-arylation of carbamate-protected phenols

The carbamate (-O2CNR2) function is an excellent directing group for palladium-catalysed direct arylation reactions giving both protected or free mono- or di-substituted phenols, as well as an example of a dibenzopyranone, depending on coupling partners (aryl iodides or diaryliodonium salts) and conditions. The Royal Society of Chemistry 2009.