p,m-Dimethoxyphenylpropylene oxide

Base Information

• Chemical Name: p,m-Dimethoxyphenylpropylene oxide
• CAS No.: 27602-80-8
• Molecular Formula: C11H14 O3
• Molecular Weight: 194.23
• Hs Code.: 2910900090
• UNII: YWP06263CC
• DSSTox Substance ID: DTXSID40950272
• Nikkaji Number: J54.883I
• Wikidata: Q27294749
• Mol file: 27602-80-8.mol

Synonyms:Methyleugenol oxide;27602-80-8;p,m-Dimethoxyphenylpropylene oxide;CCRIS 1159;Benzene, 1,2-dimethoxy-4-(2,3-epoxypropyl)-;BRN 0155905;2',3'-Epoxyeugenolmethylether [French];2-[(3,4-dimethoxyphenyl)methyl]oxirane;Oxirane, ((3,4-dimethoxyphenyl)methyl)-;1,2-Dimethoxy-4-(2,3-epoxyallyl)benzene;2',3'-Epoxyeugenolmethylether;YWP06263CC;1,2-Dimethoxy-4-(2,3-epoxypropyl)benzene;4-17-00-02073 (Beilstein Handbook Reference);Oxirane, [(3,4-dimethoxyphenyl)methyl]-;2-((3,4-DIMETHOXYPHENYL)METHYL)OXIRANE;2-(3,4-dimethoxybenzyl)oxirane;UNII-YWP06263CC;SCHEMBL1261811;DTXSID40950272;LS-29873;EN300-698581;OXIRANE, 2-((3,4-DIMETHOXYPHENYL)METHYL)-;Q27294749

Chemical Property of p,m-Dimethoxyphenylpropylene oxide

Chemical Property:

• Vapor Pressure: 0.00463mmHg at 25°C
• Boiling Point: 286.1°Cat760mmHg
• Flash Point: 94.9°C
• PSA: 30.99000
• Density: 1.138g/cm³
• LogP: 1.64510
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 194.094294304
• Heavy Atom Count: 14
• Complexity: 183

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)CC2CO2)OC

Technology Process of p,m-Dimethoxyphenylpropylene oxide

There total 4 articles about p,m-Dimethoxyphenylpropylene oxide 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: 92.3%

C11H15ClO3 → 4-(2,3-epoxypropyl)-1,2-dimethoxybenzene (27602-80-8)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 20 ℃; for 2.5h; Cooling with ice; Green chemistry;

Reference yield: 79.0%

1,2-dimethoxy-4-(2-propenyl)benzene (93-15-2) → 4-(2,3-epoxypropyl)-1,2-dimethoxybenzene (27602-80-8)

Guidance literature:

With dihydrogen peroxide; methyltrioctylammonium tetrakis(oxodiperoxotungsto)phosphate (2a); In benzene; at 60 ℃; for 1.25h;

DOI:10.1055/s-1992-26345

Reference yield:

4-Bromoveratrole (2859-78-1) → 4-(2,3-epoxypropyl)-1,2-dimethoxybenzene (27602-80-8)

Guidance literature:

Multi-step reaction with 2 steps

1: magnesium; iodine / tetrahydrofuran / 1 h / -60 - 0 °C / Inert atmosphere; Green chemistry

2: sodium hydride / tetrahydrofuran / 2.5 h / 20 °C / Cooling with ice; Green chemistry

With iodine; sodium hydride; magnesium; In tetrahydrofuran;

upstream raw materials:

1,2-dimethoxy-4-(2-propenyl)benzene

4-Bromoveratrole

Downstream raw materials:

1-(3,4-dimethoxyphenyl)-3-methoxypropane-2-one

4-(3,4-dimethoxybenzyl)-2,2-dimethyl-1,3-dioxolane

Refernces

• 1、 Feng, Yukun,Wang, Hui,Wang, Qian,Huang, Wenlin,Peng, Ying,Zheng, Jiang. "Chemical Interaction of Protein Cysteine Residues with Reactive Metabolites of Methyleugenol". . p. 564 - 573. Retrieved 2017.
• 2、 -. "Diphenyl[b,d] oxacycloheptane compound as well as preparation and application thereof". Paragraph 0029; 0032; 0033. . Retrieved 2018/07/30.