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

Base Information

• Chemical Name: 2-Methoxy-4-(1-propenyl)-benzene
• CAS No.: 20112-91-8
• Molecular Formula: C10H12O
• Molecular Weight: 148.205
• DSSTox Substance ID: DTXSID001297612
• Mol file: 20112-91-8.mol

Synonyms:DTXSID001297612;2-methoxy-4-(1-propenyl)-benzene;1-Methoxy-3-(1-propen-1-yl)benzene;20112-91-8

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

Chemical Property:

• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 148.088815002
• Heavy Atom Count: 11
• Complexity: 129

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC=CC1=CC(=CC=C1)OC

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

There total 12 articles about 2-Methoxy-4-(1-propenyl)-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: 94.0%

3-methoxy-1-iodobenzene (766-85-8) + 1-propenylmagnesium bromide (13154-14-8,13154-15-9,14092-04-7,1730-25-2) → 1-methoxy-3-(prop-1-en-1-yl)benzene (20112-91-8) + 3-(1-methylethenyl)anisole (25108-57-0)

Guidance literature:

1-propenylmagnesium bromide; With gallium(III) trichloride; In tetrahydrofuran; hexane; dimethyl sulfoxide; at 25 ℃; for 0.0833333h;

3-methoxy-1-iodobenzene; With tris-(o-tolyl)phosphine; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In tetrahydrofuran; hexane; dimethyl sulfoxide; for 2.5h; Heating;

DOI:10.1055/s-2002-32608

Reference yield: 88.0%

ethyltriphenylphosphonium bromide (1530-32-1) + 3-methoxy-benzaldehyde (591-31-1) → 1-methoxy-3-(prop-1-en-1-yl)benzene (20112-91-8)

Guidance literature:

ethyltriphenylphosphonium bromide; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 0 ℃; for 0.5h; Inert atmosphere;

3-methoxy-benzaldehyde; In tetrahydrofuran; hexane; at -78 - 25 ℃; for 3.33333h; Inert atmosphere;

DOI:10.1002/cmdc.201800725

Reference yield: 78.0%

carbon dioxide (124-38-9,18923-20-1) + 1-allyl-3-methoxybenzene (24743-14-4) → 1-methoxy-3-(prop-1-en-1-yl)benzene (20112-91-8) + (E)-4-(m-methoxyphenyl)but-3-enoic acid (137744-81-1)

Guidance literature:

With trimethylaluminum; cesium fluoride; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; cobalt acetylacetonate; In N,N-dimethyl acetamide; toluene; at 60 ℃; for 12h; under 760.051 Torr; regioselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1021/jacs.7b02775

upstream raw materials:

ethylmagnesium iodide

3-methoxy-benzaldehyde

sodium proprionate

ethylmagnesium bromide

Downstream raw materials:

3-(2-methyl-cyclopropyl)-anisole

Acetic acid 1-(3-methoxy-phenyl)-propyl ester

(E)-1-methoxy-3-(prop-1-en-1-yl)benzene

3-propylanisole