1-(1-Cyclopropylethenyl)-4-methoxybenzene

Base Information

• Chemical Name: 1-(1-Cyclopropylethenyl)-4-methoxybenzene
• CAS No.: 829-17-4
• Molecular Formula: C12H14O
• Molecular Weight: 174.243
• DSSTox Substance ID: DTXSID10520628
• Nikkaji Number: J2.264.974D
• Wikidata: Q82384640
• Mol file: 829-17-4.mol

Synonyms:1-(1-Cyclopropylethenyl)-4-methoxybenzene;829-17-4;DTXSID10520628

Chemical Property of 1-(1-Cyclopropylethenyl)-4-methoxybenzene

Chemical Property:

• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 174.104465066
• Heavy Atom Count: 13
• Complexity: 185

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C(=C)C2CC2

Technology Process of 1-(1-Cyclopropylethenyl)-4-methoxybenzene

There total 8 articles about 1-(1-Cyclopropylethenyl)-4-methoxybenzene 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: 97.0%

p-methoxyphenyl cyclopropyl ketone (7152-03-6) + Methyltriphenylphosphonium bromide (1779-49-3) → 1‐(1‐cyclopropylvinyl)‐4‐methoxybenzene (829-17-4)

Guidance literature:

Methyltriphenylphosphonium bromide; With n-butyllithium; In tetrahydrofuran; hexane; at 0 - 20 ℃; for 1h; Inert atmosphere;

p-methoxyphenyl cyclopropyl ketone; In tetrahydrofuran; hexane; at 40 ℃; for 12h; Inert atmosphere;

DOI:10.1021/acs.joc.6b01825

Reference yield: 48.0%

1-(4-methoxyphenyl)-1-cyclopropylethanol (62586-86-1) → 1‐(1‐cyclopropylvinyl)‐4‐methoxybenzene (829-17-4)

Guidance literature:

With potassium hydrogensulfate; under 10 Torr; Heating;

Reference yield:

p-methoxyphenyl cyclopropyl ketone (7152-03-6) + pinacolboratamethylenetriphenylphosphonium iodide → 1‐(1‐cyclopropylvinyl)‐4‐methoxybenzene (829-17-4)

Guidance literature:

pinacolboratamethylenetriphenylphosphonium iodide; With potassium ethoxide; In N,N,N,N,N,N-hexamethylphosphoric triamide; at 0 ℃;

p-methoxyphenyl cyclopropyl ketone; In N,N,N,N,N,N-hexamethylphosphoric triamide; at -78 - 20 ℃;

DOI:10.1081/SCC-120005942

upstream raw materials:

1-(4-methoxyphenyl)-1-cyclopropylethanol

p-methoxyphenyl cyclopropyl ketone

Methyltriphenylphosphonium bromide

1-bromo-4-methoxy-benzene

Downstream raw materials:

2,2-Dibromo-1-(4-methoxy-phenyl)-bicyclopropyl

4-(1-methyl-butyl)-anisole

(E)-2-(4-methoxyphenyl)pent-2-ene

1-(1-cyclopropylethyl)-4-methoxybenzene

Refernces

• 1、 Ritz, Mikhaila D.,Parsons, Astrid M.,Palermo, Philip N.,Jones, William D.. "Bisoxazoline-pincer ligated cobalt-catalyzed hydrogenation of alkenes". supporting information. . Retrieved 2020/02/13.
• 2、 Li, Jin,Chen, Jingzhi,Jiao, Wei,Wang, Guoqiang,Li, Ying,Cheng, Xu,Li, Guigen. "Difluoroalkylation/C-H Annulation Cascade Reaction Induced by Visible-Light Photoredox Catalysis". . p. 9992 - 10001. Retrieved 2016/10/31.