2-(4-Methoxyphenyl)-3-methyloxirane

Base Information

• Chemical Name: 2-(4-Methoxyphenyl)-3-methyloxirane
• CAS No.: 51410-46-9
• Molecular Formula: C10H12 O2
• Molecular Weight: 164.204
• European Community (EC) Number: 831-775-0
• DSSTox Substance ID: DTXSID40965725
• Nikkaji Number: J742.680A
• Metabolomics Workbench ID: 46623
• Mol file: 51410-46-9.mol

Synonyms:2-(4-Methoxyphenyl)-3-methyloxirane;Epoxyanethole;51410-46-9;Anethole 1,2-oxide;Oxirane, 2-(4-methoxyphenyl)-3-methyl-;rac-(2R,3R)-2-(4-methoxyphenyl)-3-methyloxirane, trans;Anetholoxyd;50618-02-5;SCHEMBL4622004;DTXSID40965725;CHEBI:180395;2-Methyl-3-(4-methoxyphenyl)oxirane;AKOS000146850;AKOS016903544;2-(4-Methoxyphenyl)-3-methyl-Oxirane;CS-0283008;EN300-81923;Z278165290

Chemical Property of 2-(4-Methoxyphenyl)-3-methyloxirane

Chemical Property:

• Vapor Pressure: 0.0322mmHg at 25°C
• Boiling Point: 251.6°C at 760 mmHg
• Flash Point: 100.1°C
• PSA: 21.76000
• Density: 1.076g/cm³
• LogP: 2.15500
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 164.083729621
• Heavy Atom Count: 12
• Complexity: 150

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C(O1)C2=CC=C(C=C2)OC

Technology Process of 2-(4-Methoxyphenyl)-3-methyloxirane

There total 26 articles about 2-(4-Methoxyphenyl)-3-methyloxirane 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: 98.0%

anethole (104-46-1,25086-72-0,63589-56-0) → 2-(4-methoxyphenyl)-3-methyloxirane (51410-46-9)

Guidance literature:

With 3,3-dimethyldioxirane; In acetone; for 0.666667h; Ambient temperature;

DOI:10.1039/a803612h

Reference yield: 96.0%

E-1-(4'-methoxyphenyl)prop-1-ene (4180-23-8,25086-72-0,63589-56-0) → trans-β-methyl-4-methoxystyrene oxide (50618-02-5,51410-46-9,52741-29-4,69262-97-1,106026-79-3)

Guidance literature:

With oxone||potassium monopersulfate triple salt; water; sodium hydrogencarbonate; In acetone; acetonitrile; at 0 ℃; for 1.5h; diastereoselective reaction;

DOI:10.1021/acs.orglett.0c00072

Reference yield: 95.0%

anethole (104-46-1,25086-72-0,63589-56-0) → 2-(4-methoxyphenyl)-3-methyloxirane (51410-46-9) + 2-(4-methoxyphenyl)propanal (252058-33-6,305820-74-0,5405-83-4)

Guidance literature:

With iodine; silver(l) oxide; In 1,4-dioxane; water; for 4h; Product distribution; Ambient temperature; various bases, solvents and temp.;

DOI:10.1246/cl.1984.341

upstream raw materials:

1-(1-hydroxy-2-bromopropyl)-4-methoxybenzene

E-1-(4'-methoxyphenyl)prop-1-ene

anethole

1-(1-acetoxy-2-bromopropyl)-4-methoxybenzene

Downstream raw materials:

1-hydroxy-1-(4-methoxyphenyl)propan-2-yl acetate

4-methoxybenzyl methyl ketone

threo-1-(4-methoxyphenyl)-1-phenylthiopropan-2-ol

2-amino-1-(4-methoxyphenyl)propan-1-ol

Refernces

• 1、 Beller, Matthias,Junge, Kathrin,Leischner, Thomas,Li, Wu,Liu, Weiping. "A General Regioselective Synthesis of Alcohols by Cobalt-Catalyzed Hydrogenation of Epoxides". supporting information. p. 11321 - 11324. Retrieved 2020/05/16.
• 2、 Wang, Li,Wei, Siping,Pan, Xianchao,Liu, Pingxian,Du, Xi,Zhang, Chun,Pu, Lin,Wang, Qin. "Enhanced Turnover for the P450 119 Peroxygenase-Catalyzed Asymmetric Epoxidation of Styrenes by Random Mutagenesis". . p. 2741 - 2749. Retrieved 2018/02/28.