4479-98-5

Usage

Uses

Used in Organic Synthesis:
2,2,3-Triphenyloxirane is utilized as a reactant in organic synthesis for its ability to participate in various chemical reactions, facilitating the creation of a wide range of organic compounds.
Used in Pharmaceutical Production:
In the pharmaceutical industry, 2,2,3-triphenyloxirane is used as a precursor for the synthesis of various pharmaceuticals. Its unique properties allow it to be a key component in the development of new drugs.
Used in Agricultural Chemicals:
2,2,3-Triphenyloxirane also serves as a precursor in the production of agricultural chemicals, where its reactivity and stability contribute to the formulation of effective products for crop protection and enhancement.
Used in Advanced Materials Development:
2,2,3-triphenyloxirane has potential applications in the development of advanced materials, where its structural and reactive characteristics are leveraged to create innovative materials with improved properties for various applications.

Upstream product

• 58-72-0 Triphenylethylene 
• 6296-95-3 1,1,2-triphenyl-1,2-ethanediol 
• 98-87-3 benzylidene dichloride 
• 119-61-9 benzophenone 
• 164105-25-3 C₂₉H₂₀F₆O₂S 
• 108998-83-0 (S)-1,1,2-triphenyl-1,2-ethanediol 
• 29240-44-6 2-bromo-1,1,2-triphenyl-ethanol 
• 100-02-7 4-nitro-phenol 
• 28341-54-0 4-(4-nitrophenoxy)butanoic acid 
• 127-09-3 sodium acetate 
• 185030-87-9 [1-(2-Benzylsulfanyl-phenyl)-2,2,2-trifluoro-1-trifluoromethyl-ethoxy]-tert-butyl-dimethyl-silane 
• 165066-89-7 1,1,1,3,3,3-Hexafluoro-2-[2-(2-hydroxy-1,2,2-triphenyl-ethylsulfanyl)-phenyl]-propan-2-ol 
• 4428-13-1 1,1,2-Triphenylethanol 
• 195516-39-3 2-{2-[1-(tert-Butyl-dimethyl-silanyloxy)-2,2,2-trifluoro-1-trifluoromethyl-ethyl]-phenylselanyl}-1,1,2-triphenyl-ethanol 

Downstream Products

• 6296-95-3 1,1,2-triphenyl-1,2-ethanediol 
• 1733-63-7 1,2,2-triphenylethan-1-one 
• 4428-13-1 1,1,2-Triphenylethanol 
• 31956-78-2 triphenylethenol 
• 42365-04-8 triphenylacetaldehyde 
• 2294-93-1 1,2,2-triphenyl-1-ethanol 
• 1013-88-3 Benzophenone imine 
• 100-52-7 benzaldehyde 
• 115534-16-2 (2R,2'R)-(-)-2-methoxy-2-phenylethanoic acid 1',1',1'-triphenylbut-3'-ynester 
• 115534-15-1 (2R,2'S)-(+)-2-methoxy-2-phenylethanoic acid 1',1',1'-triphenylbut-3'-yn-2'-yl ester 
• 115534-03-7 2-methyl-6,6,6-triphenylhexa-3,4-dienoic-acid ethyl ester 
• 115648-30-1 (S)-(-)-1,1,1-triphenylbut-3-yn-2-ol 
• 115648-31-2 (R)-(+)-1,1,1-triphenylbut-3-yn-2-ol 
• 115533-97-6 4,4,4-triphenylbut-1-yn-3-ol 

Relevant academic research and scientific papers

Asymmetric Epoxidation of Unfunctionalized Olefins Using Novel Chiral Dihydroisoquinolinium Salts as Organocatalysts

Abstract: Two new non-racemic chiral dihydroisoquinolinium salts with N-substituents bulkier than a methyl group have been synthesized from (1S,2R)-norephedrine. These salts were used to catalyze asymmetric epoxidation of a series of prochiral olefins. One of the two new catalysts provided higher enantioselectivities (up to 66% ee) than the reference salt containing an N-methyl substituent.

Concurrent Formation of N-H Imines and Carbonyl Compounds by Ruthenium-Catalyzed C-C Bond Cleavage of β-Hydroxy Azides

A commercial cyclopentadienylrutenium dicarbonyl dimer ([CpRu(CO)2]2) efficiently catalyzes the formation of N-H imines and carbonyl compounds simultaneously from β-hydroxy azides via C-C bond cleavage under visible light. Density functional theory calculations for the cleavage reaction support the mechanism involving chelation of alkoxy azide species and liberation of nitrogen as the driving force. The synthetic utility of the reaction was demonstrated by a new amine synthesis promoted by chemoselective allylation of imine and synthesis of isoquinoline.

Atropo- and Diastereoselective Construction of Tetracyclic Biphenylazepinium Salts Derived from Aminoalcohols: Use as Catalysts in Enantioselective Asymmetric Epoxidation

A range of new biphenylazepinium salt organocatalysts effective for asymmetric epoxidation has been developed incorporating an additional substituted oxazolidine ring, and providing improved enantiocontrol in alkene epoxidation over the parent structure. Starting from enantiomerically pure aminoalcohols, tetracyclic iminium salts were obtained as single diastereoisomers through an atroposelective oxazolidine formation.

Dinuclear ru-aqua complexes for selective epoxidation catalysis based on supramolecular substrate orientation effects

Ru-aqua complex {[RuII(trpy)(H2O)] 2(μ-pyr-dc)}+ is a powerful epoxidation catalyst for a wide range of linear and cyclic alkenes. High turnover numbers (TNs), up to 17000, and turnover frequencies (TOF), up to 24120 h-1 (6.7 s -1), have been obtained using PhIO as oxidant. This species presents an outstanding stereospecificity for both cis and trans olefins towards the formation of their corresponding cis and trans epoxides. In addition, it shows different reactivity to cis and trans olefins due to a substrate orientation supramolecular effect transmitted by its ligand scaffold. This effect together with the impressive reaction rates are rationalized using electrochemical techniques and DFT calculations. A new Ru-aqua complex that behaves as a powerful epoxidation catalyst for a wide range of linear and cyclic alkenes is reported. High turnover numbers and frequencies are obtained by using PhIO as oxidant. The complex shows an outstanding stereospecificity for both cis and trans olefins towards the formation of their corresponding cis and trans epoxides (see figure).

Rhodium acetate-catalyzed aerobic Mukaiyama epoxidation of alkenes

Mukaiyama epoxidation of alkenes under oxygen catalyzed by rhodium acetate with isobutyraldehyde as the reducing agent is as or more effective than previously reported procedures. A variety of alkenes, including terpenes and cholesterol derivatives, were oxidized. And high regioselectivity for monoepoxidation was observed with neryl, geranyl, and linalyl acetates.

Molecular ruthenium complexes anchored on magnetic nanoparticles that act as powerful and magnetically recyclable stereospecific epoxidation catalysts

Two new Ru-aqua complexes containing a phosphonated trpy ligand with the general formula [Ru(trpy-P)(B)(H2O)]2+ (trpy-P is diethyl [2,2′:6′,2″-terpyridin]-4′-ylphosphonate (1); B = bpm (5a) is 2,2′-bipyrimidine; (or) B = azpy (cis- a

Bis(pyridylimino)isoindolato-iridium complexes as epoxidation catalysts for alkenes

The reaction of the sodium salts of ligands 1a,b (1a = 1,3-bis(2-(5-(3,5- xylyl)pyridyl)imino)-5,6-dimethylisoindole, 1b = 1,3-bis(2-(4-tert-butylpyridyl) imino)-5,6-dimethylisoindole) with [Ir(μ-Cl)(COD)]2 (COD = cyclooctadiene) and [Ir(μ-Cl)(C2H4)2] 2 afforded the corresponding isoindolato complexes [{BPI(1a,b)}IrI(COD)] (2a,b) and [{BPI(1a,b)}IrI(C 2H4)2] (3a,b), respectively. The catalytic activity of the complexes 2a,b was tested in the epoxidation of a wide range of non-electron-rich olefins, using PPO (PPO = 3-phenyl-2-(phenylsulfonyl)-1,2- oxaziridine) as oxidizing agent, giving the corresponding epoxides in moderate to high yields.

Epoxidation by sodium chlorite with aldehyde-promoted chlorine dioxide formation

An improved method is described for selective room temperature epoxidation of alkenes by sodium chlorite in a solvent mixture of ethanol, acetonitrile, and water buffered at pH 7. In addition, the use of aldehydes as promoters in chlorite oxidations is described for the first time. The amount of sodium chlorite, the solvent mixture, and the addition of formaldehyde as a practical promoter were optimized. Styrene was used as a test substrate in the optimization studies and the generality of the method was assessed by using a variety of nucleophilic and electrophilic substrates. Yields up to 89% were obtained with styrene and other nucleophilic alkenes are readily converted into epoxides.

A first homogeneous gold(III)-catalysed epoxidation of aromatic alkenes

The first example of a homogeneous gold(III)-catalysed epoxidation of aromatic alkenes at room temperature using sodium chlorite as the stoichiometric oxidant in a homogeneous trisolvent system of 2-methoxyethanol/acetonitrile/ water (volume ratio: 1/3/1)

New chiral iminium salt catalysts for asymmetric epoxidation

A range of enantiomerically pure 4-substituted 5-amino-1,3-dioxanes has been condensed with 2-(2-bromoethyl)benzaldehyde to produce chiral dihydroisoquinolinium salts, which are effective asymmetric catalysts for the epoxidation of simple alkenes, giving ees of up to 71 %. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.