1-Methoxy-4-(2-methoxyethyl)benzene

Base Information

• Chemical Name: 1-Methoxy-4-(2-methoxyethyl)benzene
• CAS No.: 80314-58-5
• Molecular Formula: C10H14 O2
• Molecular Weight: 166.22
• European Community (EC) Number: 279-449-1
• DSSTox Substance ID: DTXSID60868567
• Nikkaji Number: J320.262C
• Mol file: 80314-58-5.mol

Synonyms:1-methoxy-4-(2-methoxyethyl)benzene;80314-58-5;p-(2-Methoxyethyl)anisole;Benzene, 1-methoxy-4-(2-methoxyethyl)-;EINECS 279-449-1;SCHEMBL792026;Methyl(4-methoxyphenethyl) ether;DTXSID60868567;VRHBKUJDGWQGPD-UHFFFAOYSA-N;FT-0749736;EN300-6479803

Chemical Property of 1-Methoxy-4-(2-methoxyethyl)benzene

Chemical Property:

• Vapor Pressure: 0.144mmHg at 25°C
• Boiling Point: 223.4°C at 760 mmHg
• Flash Point: 77°C
• PSA: 18.46000
• Density: 0.982g/cm³
• LogP: 1.88410
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 166.099379685
• Heavy Atom Count: 12
• Complexity: 106

Purity/Quality:

99% ^*data from raw suppliers

p-MethoxyphenethylMethylEther ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COCCC1=CC=C(C=C1)OC
• Uses: p-Methoxyphenethyl Methyl Ether is a useful synthetic intermediate. It is a reagent used to prepare terminal alkenes via Indium(I)-catalyzed alkyl-allyl coupling of Me ethers with 9-BBN-derived allylborane. It can also be used in the synthesis of hordenine (H669600).

Technology Process of 1-Methoxy-4-(2-methoxyethyl)benzene

There total 17 articles about 1-Methoxy-4-(2-methoxyethyl)benzene 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: 95.0%

2-(4-Methoxyphenyl)ethanol (702-23-8) + carbonic acid dimethyl ester (616-38-6) → 1-methoxy-4-(2-methoxyethyl)benzene (80314-58-5)

Guidance literature:

With Amberlyst 15; for 12h; Reflux;

DOI:10.1016/j.tetlet.2013.06.122

Reference yield: 92.0%

p-hydroxyphenethyl alcohol (501-94-0) + methyl iodide (74-88-4) → 1-methoxy-4-(2-methoxyethyl)benzene (80314-58-5)

Guidance literature:

p-hydroxyphenethyl alcohol; With sodium hydroxide; In tetrahydrofuran; at 20 ℃; for 1h;

methyl iodide; In tetrahydrofuran; at 66 ℃; for 48h;

DOI:10.1016/j.saa.2018.06.008

Reference yield: 89.0%

4-methoxyphenyl magnesium bromide (13139-86-1) + 2-Bromoethyl methyl ether (6482-24-2) → 1-methoxy-4-(2-methoxyethyl)benzene (80314-58-5)

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; [((Me)NN₂)NiCl]; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/ja9027378

upstream raw materials:

trans-1-(4-methoxyphenyl)-2-methoxyethene

bromethyl methyl ether

p-Methoxybenzyl bromide

2-(4-Methoxyphenyl)ethanol

Downstream raw materials:

5-(4-methoxyphenyl)-1-pentene

4-(2-methoxyethyl)phenol

4-Methoxystyrene

Refernces

• 1、 Zhu, Wenkai,Du, LongChao,Li, Wensheng,Zuo, Jinyan,Shan, Jingrui. "The salen based chemosensors for highly selective recognition of Zn2+ ion". . p. 501 - 509. Retrieved 2018/06/14.
• 2、 Xue, Fei,Zhao, Jin,Hor, T. S. Andy. "Cross-coupling of alkyl halides with aryl or alkyl Grignards catalyzed by dinuclear Ni(ii) complexes containing functionalized tripodal amine-pyrazolyl ligands". . p. 5150 - 5158. Retrieved 2013/04/10.