4-Methoxystyrene

Base Information

• Chemical Name: 4-Methoxystyrene
• CAS No.: 637-69-4
• Molecular Formula: C9H10O
• Molecular Weight: 134.178
• Hs Code.: 29093090
• European Community (EC) Number: 211-298-9
• NSC Number: 408326,42171
• UNII: 2ISH8T4A6E
• DSSTox Substance ID: DTXSID7073222
• Nikkaji Number: J43.389F
• Wikipedia: 4-Vinylanisole
• Wikidata: Q27254796
• Mol file: 637-69-4.mol

Synonyms:Anisole,p-vinyl- (6CI,8CI);(4-Methoxyphenyl)ethene;(4-Methoxyphenyl)ethylene;1-Ethenyl-4-methoxybenzene;1-Methoxy-4-vinylbenzene;4-Methoxystyrene;4-Methoxyvinylbenzene;NSC 408326;NSC 42171;p-Anisylethylene;p-Methoxystyrene;p-Vinylanisole;

Chemical Property of 4-Methoxystyrene

Chemical Property:

• Appearance/Colour: Clear colourless liquid
• Melting Point: 3.3ºC
• Refractive Index: n20/D 1.562
• Boiling Point: 220.708 °C at 760 mmHg
• Flash Point: 77.715 °C
• PSA: 9.23000
• Density: 0.963 g/cm³
• LogP: 2.33820
• Storage Temp.: 2-8°C
• Solubility.: Slightly miscible with methanol.
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 134.073164938
• Heavy Atom Count: 10
• Complexity: 101

Purity/Quality:

99% ^*data from raw suppliers

4-Methoxystyrene ^*data from reagent suppliers

Safty Information:

• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Ethers, Other
• Canonical SMILES: COC1=CC=C(C=C1)C=C
• Uses: 4-Methoxystyrene is employed in the ferric chloride-catalyzed addition of activated methylenes to styrenes. It acts as a monomer in polymerization reactions. Further, it is used to prepare 1,1,2,2-Tetracyano-3-(p-methoxyphenyl)cyclobutane by reacting with ethenetetracarbonitrile.

Technology Process of 4-Methoxystyrene

There total 311 articles about 4-Methoxystyrene 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: 99.0%

4-methoxyphenylacetylen (768-60-5) → 4-Methoxystyrene (637-69-4,24936-44-5)

Guidance literature:

With hydrogen; 3-azapentane-1,5-diamine; In methanol; at 25 ℃; for 6h;

DOI:10.1002/adsc.201100936

Reference yield: 99.0%

1-bromo-4-methoxy-benzene (104-92-7) + tri-n-butyl(vinyl)tin (7486-35-3) → 4-Methoxystyrene (637-69-4,24936-44-5)

Guidance literature:

With cesium fluoride; palladium diacetate; In 1,4-dioxane; at 100 ℃; for 3h;

DOI:10.1055/s-2004-836023

Reference yield: 93.0%

tetravinylsilane (1112-55-6) + para-iodoanisole (696-62-8) → 4-Methoxystyrene (637-69-4,24936-44-5)

Guidance literature:

With palladium(II) acetylacetonate; potassium fluoride; In N,N-dimethyl-formamide; at 130 ℃; for 3h; under 1500.15 Torr; Reagent/catalyst; Time; Inert atmosphere;

DOI:10.1016/j.jcat.2013.02.019

upstream raw materials:

methyl magnesium iodide

4-methoxymandelonitrile

diethyl ether

4-methoxy-mandelimidic acid ethyl ester

Downstream raw materials:

2-(4-methoxyphenyl)acetaldehyde dimethyl acetal

1-acetoxy-1-methoxy-2-(4-methoxy-phenyl)-ethane

5-(4-methoxyphenyl)-3-phenyl-4,5-dihydroisoxazole

3-dipropylamino-1-(4-methoxy-phenyl)-propan-1-ol

Refernces

• 1、 Chen, Jingyun,Chen, Shufang,Jiang, Jun,Lu, Qianqian,Shi, Liyang,Xu, Zekun,Yimei, Zhao. "Photoredox Catalyzed Sulfonylation of Multisubstituted Allenes with Ru(bpy)3Cl2 or Rhodamine B". supporting information. . Retrieved 2021/11/09.
• 2、 Park, Byoung Yong,Lim, Taeho,Han, Min Su. "A simple and efficientin situgenerated copper nanocatalyst for stereoselective semihydrogenation of alkynes". supporting information. p. 6891 - 6894. Retrieved 2021/07/19.