330-88-1

Usage

Uses

Used in Organic Synthesis:
(4-methoxyphenyl)-phenyl-iodanium; 2,2,2-trifluoroacetic acid is used as a reagent in organic synthesis for its ability to act as an oxidizing agent and participate in various reactions such as aromatic substitution and cross-coupling reactions. This allows for the formation of new chemical bonds and the synthesis of complex organic molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, (4-methoxyphenyl)-phenyl-iodanium; 2,2,2-trifluoroacetic acid is used as a reagent and catalyst for its ability to protonate basic compounds and act as a deprotecting agent in organic chemistry. This aids in the synthesis of pharmaceutical compounds and the development of new drugs.
Used in Solvent Applications:
(4-methoxyphenyl)-phenyl-iodanium; 2,2,2-trifluoroacetic acid is used as a solvent in various chemical processes due to its strong acidic properties, which enable it to dissolve a wide range of substances and facilitate reactions.
Used in Catalyst Applications:
As a catalyst, (4-methoxyphenyl)-phenyl-iodanium; 2,2,2-trifluoroacetic acid is used to increase the rate of chemical reactions without being consumed in the process. This allows for more efficient synthesis and production of desired compounds in the chemical and pharmaceutical industries.

Upstream product

• 3240-34-4 [bis(acetoxy)iodo]benzene 
• 100-66-3 methoxybenzene 
• 76-05-1 trifluoroacetic acid 
• 2712-78-9 bis-[(trifluoroacetoxy)iodo]benzene 
• 2923-18-4 sodium 2,2,2-trifluoroacetate 
• 733-53-9 p-methoxyphenyl(phenyl)iodonium tetrafluoroborate 
• 591-50-4 iodobenzene 
• 2665-61-4 (p-methoxyphenyl)(phenyl)iodonium bromide 

Downstream Products

• 462-06-6 fluorobenzene 
• 591-50-4 iodobenzene 
• 696-62-8 para-iodoanisole 
• 500-73-2 phenyl trifluoroacetate 
• 613-37-6 4-methoxylbiphenyl 
• 1208-86-2 N-(4-methoxyphenyl)phenylamine 
• 122-39-4 diphenylamine 
• 1390672-57-7 C₁₅H₁₆N₂O₄ 
• 4283-77-6 5-allyl-1-methyl-5-phenylpyrimidine-2,4,6-trione 

Relevant academic research and scientific papers

Palladium-Catalyzed Four-Component Carbonylative Cyclization Reaction of Trifluoroacetimidoyl Chlorides, Propargyl Amines, and Diaryliodonium Salts: Access to Trifluoromethyl-Containing Trisubstituted Imidazoles

A palladium-catalyzed four-component carbonylative cyclization reaction for the expeditious construction of trifluoromethyl-containing trisubstituted imidazoles has been achieved. With readily accessible trifluoroacetimidoyl chlorides, propargyl amines, a

Flow Synthesis of Iodonium Trifluoroacetates through Direct Oxidation of Iodoarenes by Oxone

Flow chemistry is considered to be a versatile and complementary methodology for the preparation of valuable organic compounds. We describe a straightforward approach for the synthesis of iodonium trifluoroacetates through the direct oxidation of iodoarenes in a simple flow reactor using an Oxone-filled cartridge. Optimization has been carried out using the Nelder–Mead algorithm. The procedure allows a wide range of iodonium salts to be prepared from simple starting materials.

Facile One-Pot Synthesis of Diaryliodonium Salts from Arenes and Aryl Iodides with Oxone

A straightforward synthesis of diaryliodonium salts is achieved by using Oxone as the stoichiometric oxidant. Slow addition is the key to obtaining good yields and purities of the reaction products, which are highly useful reagents in many different areas of organic synthesis.

Allyl m -trifluoromethyldiazirine mephobarbital: An unusually potent enantioselective and photoreactive barbiturate general anesthetic

We synthesized 5-allyl-1-methyl-5-(m-trifluoromethyl-diazirynylphenyl) barbituric acid (14), a trifluoromethyldiazirine-containing derivative of general anesthetic mephobarbital, separated the racemic mixture into enantiomers by chiral chromatography, and determined the configuration of the (+)-enantiomer as S by X-ray crystallography. Additionally, we obtained the 3H-labeled ligand with high specific radioactivity. R-(-)-14 is an order of magnitude more potent than the most potent clinically used barbiturate, thiopental, and its general anesthetic EC50 approaches those for propofol and etomidate, whereas S-(+)-14 is 10-fold less potent. Furthermore, at concentrations close to its anesthetic potency, R-(-)-14 both potentiated GABA-induced currents and increased the affinity for the agonist muscimol in human α1β2/3γ2L GABAA receptors. Finally, R-(-)-14 was found to be an exceptionally efficient photolabeling reagent, incorporating into both α1 and β3 subunits of human α1β3 GABA A receptors. These results indicate R-(-)-14 is a functional general anesthetic that is well-suited for identifying barbiturate binding sites on Cys-loop receptors.

Arylation of anilines: formation of diarylamines using diaryliodonium salts

Extensive studies on the reaction of the fluoride ion with diaryliodonium salts demonstrated that this is a generic process for the formation of fluoroarenes and has particular advantages for the preparation of fluorine-18 radiopharmaceuticals. During these studies it became apparent that nucleophiles other than the fluoride ion may be employed for generating substituted aromatics. This approach can be applied, using substituted anilines as the nucleophilic reagent, to the formation of a range of diarylamines in good yield. Optimised conditions for the reaction of a diaryliodonium salt with an aniline utilise TFA as the preferred counter-ion in DMF (130 °C, 24 h).

A short-cut synthesis of diaryliodonium bromides followed by oxidative anion metatheses

This paper reports a one-pot synthesis of the title bromides (in 20-88% crude yields) from iodoarenes oxidized with the CrO3/AcOH/Ac2O/H2SO4 liquid mixture, then coupled in situ with arenes and, finally, precipitated out with a KBr solution. Similarly, diaryliodonium perchlorates and iodides are obtained in 40-89% crude yields. Oxidative anion metatheses in the crude title bromides produce the respective pure diaryliodonium tetrafluoroborates, tosylates, trifluoroacetates, hydrosulfates, nitrates, and chlorides in 57-80% yields. These new preparative procedures are easier and shorter than many earlier methods.