3,4-Dimethoxystyrene

Base Information

• Chemical Name: 3,4-Dimethoxystyrene
• CAS No.: 6380-23-0
• Molecular Formula: C10H12O2
• Molecular Weight: 164.204
• Hs Code.: 29093090
• European Community (EC) Number: 228-962-9
• UNII: 50PLH4M73W
• DSSTox Substance ID: DTXSID6064296
• Nikkaji Number: J206.987C
• Wikipedia: 3,4-Dimethoxystyrene
• Wikidata: Q21099663
• Metabolomics Workbench ID: 49007
• Mol file: 6380-23-0.mol

Synonyms:3,4-Dimethoxystyrene;6380-23-0;1,2-Dimethoxy-4-vinylbenzene;4-Ethenyl-1,2-dimethoxybenzene;Benzene, 4-ethenyl-1,2-dimethoxy-;3,4-dimethoxy styrene;4-Vinylveratrole;Styrene, 3,4-dimethoxy-;3,4-DIMETHOXY-1-VINYLBENZENE;4-Vinyl-1,2-dimethoxybenzene;FEMA No. 3138;Veratrole, 4-vinyl-;UNII-50PLH4M73W;50PLH4M73W;Benzene, 1,2-dimethoxy, 4-vinyl;EINECS 228-962-9;MFCD00008615;4-Vinyl-Veratrole;3,4-dimethoxy-styrene;SCHEMBL33786;DTXSID6064296;FEMA 3138;1,2-Dimethoxy-4-ethenyl-benzene;4-Ethenyl-1,2-dimethoxy-Benzene;CHEBI:180399;AKOS009156782;s10723;AS-57292;SY032032;BENZENE, 4-ETHENYL-1,2-DIMETHOXY;CS-0158028;FT-0667211;3,4-DIMETHOXY-1-VINYLBENZENE [FHFI];EN300-1243728;A934191;3,4-Dimethoxystyrene, technical grade, contains 1% hydroquinone as inhibitor;41310-36-5

Chemical Property of 3,4-Dimethoxystyrene

Chemical Property:

• Vapor Pressure: 0.021mmHg at 25°C
• Refractive Index: n20/D 1.571(lit.)
• Boiling Point: 259.4 °C at 760 mmHg
• Flash Point: 95.9 °C
• PSA: 18.46000
• Density: 1.004 g/cm³
• LogP: 2.34680
• Storage Temp.: 2-8°C
• Solubility.: Chloroform, Ethyl Acetate, Methanol
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 164.083729621
• Heavy Atom Count: 12
• Complexity: 145

Purity/Quality:

98%,99%, ^*data from raw suppliers

3,4-DimethoxyStyrene(~1%Hydroquinoneasstabilizer) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36-68-43-40
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)C=C)OC
• Uses: 3,4-Dimethoxy Styrene (~1% Hydroquinone as stabilizer) (cas# 6380-23-0) is a compound useful in organic synthesis.

Technology Process of 3,4-Dimethoxystyrene

There total 71 articles about 3,4-Dimethoxystyrene 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%

1-methyl-2-(methylsulfonyl)-1H-benzo[d]imidazole (61078-14-6) + 3,4-dimethoxy-benzaldehyde (120-14-9) → 3,4-dimethoxystyrene (6380-23-0)

Guidance literature:

With sodium hexamethyldisilazane; In N,N-dimethyl-formamide; at -55 - 20 ℃; Reagent/catalyst; Temperature; Time; Inert atmosphere;

DOI:10.1021/acs.orglett.5b01049

Reference yield: 95.0%

4-bromomethyl-1,2-dimethoxybenzene (21852-32-4) + trimethylsulphonium iodide (2181-42-2) → 3,4-dimethoxystyrene (6380-23-0)

Guidance literature:

With n-butyllithium; lithium iodide; In tetrahydrofuran; hexane; from 0 degC to room temp.;

DOI:10.1016/S0040-4039(00)73523-4

Reference yield: 95.0%

4-bromomethyl-1,2-dimethoxybenzene (21852-32-4) + methylenetriphenylarsorane (47025-43-4,19365-61-8) → 3,4-dimethoxystyrene (6380-23-0)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; for 1h; Ambient temperature;

DOI:10.1016/S0040-4039(97)10152-6

upstream raw materials:

pyridine

4-(1-chloro-ethyl)-1,2-dimethoxy-benzene

methyl magnesium iodide

3,4-dimethoxy-benzaldehyde

Downstream raw materials:

4-(1,2-dibromo-ethyl)-1,2-dimethoxy-benzene

1-chloro-1-methyl-2-(3,4-dimethoxyphenyl)cyclopropane

(1R,4S,6S)-6-(3,4-Dimethoxy-phenyl)-1-methoxy-bicyclo[2.2.2]oct-2-ene

(1R,4S,6R)-6-(3,4-Dimethoxy-phenyl)-1-methoxy-bicyclo[2.2.2]oct-2-ene

Refernces

• 1、 Wu, Hongting,Chen, Weihao,Deng, Weijie,Yang, Ling,Li, Xinling,Hu, Yunfei,Li, Yibiao,Chen, Lu,Huang, Yubing. "Cathodic Regioselective Coupling of Unactivated Aliphatic Ketones with Alkenes". supporting information. p. 1412 - 1417. Retrieved 2022/02/23.
• 2、 Avenda?o Villarreal, Jesus A.,Delolo, Fábio G.,Granato, Artur V.,dos Santos, Eduardo N.. "Efficient synthesis of styrene derivatives through ethenolysis of renewable propenylbenzenes". . . Retrieved 2021/06/03.