6388-72-3

Basic information

• Product Name: 2-(4-methoxyphenyl)oxirane
• Synonyms: 2-(4-methoxyphenyl)oxirane;1-(Oxiranyl)-4-methoxybenzene;4-Methoxyphenyloxirane;Oxirane, (4-methoxyphenyl)-
• CAS NO: 6388-72-3
• Molecular Formula: C₉H₁₀O₂
• Molecular Weight: 150.17
• Mol File: 6388-72-3.mol
• Article Data: 138

Chemical Properties

• Boiling Point: 244.7°C at 760 mmHg
• Flash Point: 101.2°C
• Appearance: /
• Density: 1.133g/cm³
• Vapor Pressure: 0.0468mmHg at 25°C
• Refractive Index: 1.546
• CAS DataBase Reference: 2-(4-methoxyphenyl)oxirane(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-methoxyphenyl)oxirane(6388-72-3)
• EPA Substance Registry System: 2-(4-methoxyphenyl)oxirane(6388-72-3)

Safety Data

• Hazardous Substances Data: 6388-72-3(Hazardous Substances Data)

Usage

General Description

2-(4-methoxyphenyl)oxirane, also known as p-methoxyphenyl glycidyl ether, is a chemical compound that belongs to the family of epoxy ethers. It is commonly used as an intermediate in the synthesis of various pharmaceuticals, agrochemicals, and other organic compounds. 2-(4-methoxyphenyl)oxirane is a colorless liquid with a slightly sweet odor and is insoluble in water but soluble in organic solvents. It is a versatile building block in organic chemistry and is often used as a raw material in the production of resins, adhesives, and coatings. Additionally, 2-(4-methoxyphenyl)oxirane is known for its reactivity and ability to undergo various chemical reactions, making it a valuable and important compound in the field of organic synthesis.

InChI:InChI=1/C9H10O2/c1-10-8-4-2-7(3-5-8)9-6-11-9/h2-5,9H,6H2,1H3

Upstream product

• 637-69-4 4-Methoxystyrene 
• 123-11-5 4-methoxy-benzaldehyde 
• 77-78-1 dimethyl sulfate 
• 6814-64-8 methylenedimethyl sulfurane 
• 13603-63-9 (R)-1-(4-methoxyphenyl)ethane-1,2-diol 
• 333-27-7 methyl trifluoromethanesulfonate 
• 2196-99-8 2-chloro-1-(4-methoxyphenyl)ethanone 
• 2181-44-4 trimethylsulfonium methylsulfate 
• 75-18-3 dimethylsulfide 
• 1774-47-6 trimethylsulfoxonium iodide 
• 3084-53-5 trimethylsulphonium bromide 
• 2181-42-2 trimethylsulphonium iodide 
• 4973-18-6 (+/-)-1-chloro-2-hydroxy-2-(p-methoxyphenyl)ethane 

Downstream Products

• 125879-76-7 2-(2,5-Dimethyl-3-pyrrolyl)-2-(4-methoxyphenyl)ethanol 
• 36216-85-0 W(O)Cl₂(P(CH₃)(C₆H₅)2)3 
• 1402850-41-2 N-(4-(4-methoxyphenyl)-3-phenyl-4,5-dihydrofuran-2-yl)-N-methylmethanesulfonamide 
• 100929-33-7 2-amino-2-(p-methoxyphemyl)ethanol 
• 1393913-33-1 2-(2,6-dimethyl-1,2,3,4-tetrahydro-β-carbolin-9-yl)-1-(4-methoxy-phenyl)-ethanol 
• 637-69-4 4-Methoxystyrene 
• 1515844-87-7 N-[4-(4-methoxyphenyl)-1,3-oxathiolan-2-ylidene]benzenamine 
• 76953-96-3 1-(4-methoxyphenyl)-1-(trifluoromethyl)ethanol 
• 1269606-14-5 1'-[2-[4-(2-Methoxy-ethyl)-piperazin-1-yl]-2-(4-methoxy-phenyl)-ethyl]-[1,4']bipiperidinyl 
• 1269606-85-0 2-[1,4']Bipiperidinyl-1'-yl-1-(4-methoxy-phenyl)-ethanol 
• 1381845-92-6 2-(4-methoxyphenyl)-6,6-dimethyl-3,5,6,7-tetrahydrobenzofuran-4(2H)-one 
• 1381845-88-0 2-(4-methoxyphenyl)-3,5,6,7-tetrahydro-1-benzofuran-4(2H)-one 
• 101582-33-6 2-(benzylamino)-1-(4-methoxyphenyl)ethan-1-ol 

Relevant articles and documents

Singly Unified Driving Force Dependence of Outer-Sphere Electron-Transfer Pathways of Nonheme Manganese(IV)-Oxo Complexes in the Absence and Presence of Lewis Acids

Epoxidation of styrene derivatives, sulfoxidation of thioanisole derivatives, and hydroxylation of toluene derivatives by a nonheme manganese(IV)-oxo complex binding triflic acid, [(N4Py)MnIV(O)]2+-(HOTf)2 [1-(H+/sup

Tris{2-[(5-fluorosalicylidene)amino]ethyl}amine and its manganese(iii) complex: Synthesis, characterization, crystal structures, and catalytic property

A tris-Schiff base tris{2-[(5-fluorosalicylidene)amino]ethyl}amine (H3L) was prepared by the reaction of 1:3 molar ratio of tris(2-aminoethy1)amine with 5-fluorosalicylaldehyde in methanol. The Schiff base reacted with manganese perchlorate to

Synthesis, characterization, and catalytic activity of supported molybdenum Schiff base complex as a magnetically recoverable nanocatalyst in epoxidation reaction

A heterogeneous nanocatalyst was prepared via covalent anchoring of dioxomolybdenum(VI) Schiff base complex on core-shell structured Fe3O4@SiO2. The properties and the nature of the surface-fixed complex have been identifi

Substituent effects in dioxovanadium(V) schiff-base complexes: Tuning the outcomes of oxidation reactions

Dioxovanadium(V) salicylaldehyde semicarbazone complexes with substituents on the ligand that span the range of electron donating (methoxy) to electron withdrawing (nitro) have been synthesized and characterized by NMR, IR, CV and EPR. The reactivity of these complexes toward the oxidation of styrene (as compared to the proteo complex and vanadyl acetylacetonate) has been studied in the presence of two different oxidants (hydrogen peroxide and tert-butyl hydrogen peroxide, TBHP). The complexes have been shown to exhibit different selectivity towards epoxidation versus oxidative cleavage based on the substitution of the ligand and the oxidant chosen. Epoxidation is favored with the methoxy substituted complex in the presence of hydrogen peroxide, while oxidative cleavage is the preferred reaction pathway for the nitro substituted complex with hydrogen peroxide. Conversions for these reaction are comparable to similar catalysts but with improved selectivity.

Aldehyde-catalyzed epoxidation of unactivated alkenes with aqueous hydrogen peroxide

The organocatalytic epoxidation of unactivated alkenes using aqueous hydrogen peroxide provides various indispensable products and intermediates in a sustainable manner. While formyl functionalities typically undergo irreversible oxidations when activating an oxidant, an atropisomeric two-axis aldehyde capable of catalytic turnover was identified for high-yielding epoxidations of cyclic and acyclic alkenes. The relative configuration of the stereogenic axes of the catalyst and the resulting proximity of the aldehyde and backbone residues resulted in high catalytic efficiencies. Mechanistic studies support a non-radical alkene oxidation by an aldehyde-derived dioxirane intermediate generated from hydrogen peroxide through the Payne and Criegee intermediates.

Oxoiron(v) mediated selective electrochemical oxygenation of unactivated C-H and CC bonds using water as the oxygen source

An efficient electrochemical method for the selective oxidation of C-H bonds of unactivated alkanes (BDE ≤97 kcal mol-1) and CC bonds of alkenes using a biomimetic iron complex, [(bTAML)FeIII-OH2]-, as the redox mediator in an undivided electrochemical cell with inexpensive carbon and nickel electrodes is reported. The O-atom of water remains the source of O-incorporation in the product formed after oxidation. The products formed upon oxidation of C-H bonds display very high regioselectivity (75:1, 3°:2° for adamantane) and stereo-retention (RC ～99% for cyclohexane derivatives). The substrate scope includes natural products such as cedryl acetate and ambroxide. For alkenes, epoxides were obtained as the sole product. Mechanistic studies show the involvement of a high-valent oxoiron(v) species, [(bTAML)FeV(O)]- formed via PCET (overall 2H+/2e-) from [(bTAML)FeIII-OH2]- in CPE at 0.80 V (vs. Ag/AgNO3). Moreover, electrokinetic studies for the oxidation of C-H bonds indicate a second-order reaction with the C-H abstraction by oxoiron(v) being the rate-determining step.