beta-Methoxystyrene

Base Information

• Chemical Name: beta-Methoxystyrene
• CAS No.: 4747-15-3
• Deprecated CAS: 344903-89-5
• Molecular Formula: C9H10O
• Molecular Weight: 134.178
• European Community (EC) Number: 225-265-1
• DSSTox Substance ID: DTXSID8063595
• Nikkaji Number: J461.524G,J262.429J
• Mol file: 4747-15-3.mol

Synonyms:beta-Methoxystyrene;4747-15-3;(2-Methoxyvinyl)benzene;.beta.-Methoxystyrene;(E)-(2-Methoxyvinyl)benzene;Methyl alpha-styryl ether;Benzene, (2-methoxyethenyl)-;EINECS 225-265-1;[(E)-2-Methoxyethenyl]benzene;4110-75-2;(E)-beta-Methoxystyrene;beta-Methoxystyrene, 90%;DTXSID8063595;[(E)-2-methoxy-vinyl]-benzene;(E)-(2-Methoxy-vinyl)-benzene;CTHJQRHPNQEPAB-BQYQJAHWSA-N;[(E)-2-Methoxyethenyl]benzene #;MFCD00008497;AKOS016010285;beta -Methoxystyrene, mixture of cis and trans;344903-89-5

Chemical Property of beta-Methoxystyrene

Chemical Property:

• Vapor Pressure: 0.3mmHg at 25°C
• Melting Point: 175 °C
• Refractive Index: n20/D 1.565(lit.)
• Boiling Point: 209 °C at 760 mmHg
• Flash Point: 77.3 °C
• PSA: 9.23000
• Density: 0.981 g/cm³
• LogP: 2.30370
• Storage Temp.: 2-8°C
• XLogP3: 2.2
• 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:

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

β-Methoxystyrene, mixture of cis and trans technical grade, 90% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 43-51
• Safety Statements: 36/37

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC=CC1=CC=CC=C1
• Isomeric SMILES: CO/C=C/C1=CC=CC=C1
• Uses: β-Methoxystyrene was used in the synthesis of trans, trans-1-(aminomethyl)-2-methoxy-3-phenylcyclopropane.

Technology Process of beta-Methoxystyrene

There total 36 articles about beta-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: 88.0%

trimethyl phosphite (512-56-1) + phenylacetaldehyde (122-78-1) → 1-(2-methoxyvinyl)benzene (4747-15-3)

Guidance literature:

With sodium hydride; In 1-methyl-pyrrolidin-2-one; at 120 ℃; for 24h;

DOI:10.1055/a-1504-8366

Reference yield: 83.0%

(methoxymethyl)triphenylphosphonium chloride (4009-98-7) + benzaldehyde (100-52-7) → 1-(2-methoxyvinyl)benzene (4747-15-3)

Guidance literature:

(methoxymethyl)triphenylphosphonium chloride; With potassium tert-butylate; In tetrahydrofuran; at -78 - 0 ℃; for 0.333333h; Inert atmosphere;

benzaldehyde; In tetrahydrofuran; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.tet.2020.131874

Reference yield: 82.0%

Dithiocarbonic acid O-(2-methoxy-1-phenyl-2-phenylsulfanyl-ethyl) ester S-methyl ester (95540-72-0) → 1-(2-methoxyvinyl)benzene (4747-15-3)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; for 1h; Heating;

DOI:10.1016/S0040-4039(01)81742-1

upstream raw materials:

phenylacetylene

phenylacetaldehyde dimethyl acetal

N'-(2-methoxy-1-phenylethylidene)-4-methylbenzenesulfonohydrazide

phenylacetaldehyde

Downstream raw materials:

trans-3-Phenyl-5-(2-phenylvinyl)-1,2,4-trioxolane

cis-3-Phenyl-5-(2-phenylvinyl)-1,2,4-trioxolane

3,6-diphenyl-1,2,4,5-tetraoxane

benzaldehyde

Refernces

• 1、 Kandasamy, Jeyakumar,Lee, Yong Rok,Singh, Adesh Kumar,Venkatesh, Rapelly. "Palladium-catalyzed synthesis of α-aryl acetophenones from styryl ethers and aryl diazonium saltsviaregioselective Heck arylation at room temperature". supporting information. p. 7832 - 7837. Retrieved 2021/09/28.
• 2、 -. "Preparation of alkylated compounds using the trialkylphosphate". Paragraph 0168-0169. . Retrieved 2021/11/02.