2-(4-Methoxyphenyl)oxirane

Base Information

• Chemical Name: 2-(4-Methoxyphenyl)oxirane
• CAS No.: 6388-72-3
• Molecular Formula: C9H10 O2
• Molecular Weight: 150.177
• Hs Code.: 2910900090
• European Community (EC) Number: 695-109-9
• NSC Number: 72311
• Nikkaji Number: J313.588H
• Mol file: 6388-72-3.mol

Synonyms:2-(4-methoxyphenyl)oxirane;6388-72-3;(4-Methoxyphenyl)oxirane;4-methoxystyrene oxide;62600-73-1;(R)-(4-Methoxyphenyl)oxirane;Oxirane, (4-methoxyphenyl)-;NSC72311;p-methoxystyrene oxide;2-(4-methoxyphenyl)-oxirane;SCHEMBL937164;2-(4-Methoxy-phenyl)-oxirane;ARHIWOBUUAPVTB-UHFFFAOYSA-N;MFCD03788741;MFCD06808790;NSC 72311;NSC-72311;(2R)-2-(4-methoxy-phenyl)-oxirane;AKOS000147837;AKOS022221809;NS-01149;SY325234;CS-0249445;FT-0658840;FT-0713678;EN300-43519;J-500928;Z278165224

Chemical Property of 2-(4-Methoxyphenyl)oxirane

Chemical Property:

• Vapor Pressure: 0.0468mmHg at 25°C
• Boiling Point: 244.7°C at 760 mmHg
• Flash Point: 101.2°C
• PSA: 21.76000
• Density: 1.133g/cm³
• LogP: 1.76650
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 150.068079557
• Heavy Atom Count: 11
• Complexity: 128

Purity/Quality:

99%, ^*data from raw suppliers

2-(4-methoxyphenyl)oxirane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2CO2

Technology Process of 2-(4-Methoxyphenyl)oxirane

There total 30 articles about 2-(4-Methoxyphenyl)oxirane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

4-Methoxystyrene (637-69-4,24936-44-5) → 2-(4-methoxyphenyl)oxirane (6388-72-3)

Guidance literature:

With 1H-imidazole; [MnIII(TPP)(OAc)]; tetra-n-butylammonium hydrogen monopersulfate; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1142/S1088424610002136

Reference yield: 99.0%

4-methoxy-benzaldehyde (123-11-5) + dimethyl sulfate (77-78-1) → 2-(4-methoxyphenyl)oxirane (6388-72-3)

Guidance literature:

dimethyl sulfate; With p-propoxybenzyl sulfide; at 90 ℃; for 2h;

4-methoxy-benzaldehyde; With sodium hydroxide; In tetrahydrofuran; at 50 ℃; for 4h;

Reference yield: 97.0%

trimethylsulphonium iodide (2181-42-2) + 4-methoxy-benzaldehyde (123-11-5) → 2-(4-methoxyphenyl)oxirane (6388-72-3)

Guidance literature:

With sodium hydride; In tetrahydrofuran; dimethyl sulfoxide; mineral oil; at 20 ℃; for 20h; Cooling with ice; Inert atmosphere;

upstream raw materials:

4-Methoxystyrene

(+/-)-1-chloro-2-hydroxy-2-(p-methoxyphenyl)ethane

methylenedimethyl sulfurane

4-methoxy-benzaldehyde

Downstream raw materials:

rac-1-(4-methoxyphenyl)-ethanol

2-(4-Methoxyphenyl)ethanol

2-(2,5-Dimethyl-3-pyrrolyl)-2-(4-methoxyphenyl)ethanol

2-(3-Indolyl)-2-(4-methoxyphenyl)ethanol

Refernces

• 1、 Li,Zhang. "Characterization and catalytic property of manganese(III) complexes with Schiff bases". . p. 1166 - 1172. Retrieved 2015.
• 2、 Li,Zhang. "Synthesis, structures, and catalytic property of manganese(III) complexes derived from N,N′-bis(5-fluoro-2-hydroxybenzylidene)ethane-1,2-diamine". . p. 142 - 148. Retrieved 2015.
• 3、 Rayati, Saeed,Nejabat, Fatemeh,Panjiali, Fatemeh. "Aerobic oxidation of olefins in the presence of a new amine functionalized core–shell magnetic nanocatalyst". . p. 52 - 57. Retrieved 2019.
• 4、 Fujii, Hiroshi,Hada, Masahiko,Ishimizu, Yuri,Ma, Zhifeng. "Rate-Limiting Step of Epoxidation Reaction of the Oxoiron(IV) Porphyrin π-Cation Radical Complex: Electron Transfer Coupled Bond Formation Mechanism". supporting information. p. 17687 - 17698. Retrieved 2021/12/01.
• 5、 McCaffrey, Vanessa P.,Conover, Olivia Q.,Bernard, Michael A.,Yarranton, Jonathan T.,Lessnau, Nicholas R.,Hempfling, Jordan P.. "Substituent effects in dioxovanadium(V) schiff-base complexes: Tuning the outcomes of oxidation reactions". . . Retrieved 2021/06/21.