4-Methylstyrene

Base Information

• Chemical Name: 4-Methylstyrene
• CAS No.: 622-97-9
• Molecular Formula: C9H10
• Molecular Weight: 118.178
• Hs Code.: 29029050
• European Community (EC) Number: 210-762-8,215-292-7
• ICSC Number: 0735
• UN Number: 1993,2618
• UNII: HJ7H0G60Q0
• DSSTox Substance ID: DTXSID3020889
• Nikkaji Number: J2.089C
• Wikipedia: 4-Vinyltoluene
• Wikidata: Q2497958
• ChEMBL ID: CHEMBL3187064
• Mol file: 622-97-9.mol

Synonyms:1-ethenyl-4-methylbenzene;4-ethenylmethylbenzene;4-vinyltoluene

Chemical Property of 4-Methylstyrene

Chemical Property:

• Appearance/Colour: Clear colourless to light yellow liquid
• Vapor Pressure: <1 mm Hg ( 20 °C)
• Melting Point: -34 °C
• Refractive Index: n20/D 1.542(lit.)
• Boiling Point: 172 °C at 760 mmHg
• Flash Point: 48.7 °C
• PSA: 0.00000
• Density: 0.897 g/cm³
• LogP: 2.63800
• Storage Temp.: 2-8°C
• Solubility.: 0.089g/l
• Water Solubility.: Miscible with benzene. slightly miscible with water.
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 118.078250319
• Heavy Atom Count: 9
• Complexity: 86.2
• Transport DOT Label: Flammable Liquid

Purity/Quality:

99.9% ^*data from raw suppliers

4-Methylsytrene(stabilizedwithTBC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 10-36/37/38-65
• Safety Statements: 26-36-62

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Aromatic Hydrocarbons
• Canonical SMILES: CC1=CC=C(C=C1)C=C
• Inhalation Risk: A harmful contamination of the air will be reached rather slowly on evaporation of this substance at 20 °C.
• Effects of Short Term Exposure: The substance is irritating to the eyes, skin and respiratory tract. The substance may cause effects on the central nervous system.
• Effects of Long Term Exposure: Repeated or prolonged contact with skin may cause dermatitis. The substance defats the skin, which may cause dryness or cracking. The substance may have effects on the liver and kidneys. This may result in tissue lesions.
• Uses: 4-Methylstyrene is used as a monomer for polyesters and in plastics production. It is also used as an intermediate in paint and coating additives. Further, it is used with other vinyltoluene isomers (3-vinyltoluene) as monomers for the preparation of poly(vinyltoluene). In addition to this, it is employed as a bi- ligand in the preparation of cationic, two-coordinate triphenylphosphine-gold(I)-pi complexes. Further, it is involved in Heck coupling reactions with chlorobenzene.

Technology Process of 4-Methylstyrene

There total 229 articles about 4-Methylstyrene 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: 83.0%

2-chloro-4-methoxyphenyl 1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonate (1131890-97-5) + 4-methyl-N'-(1-(p-tolyl)ethylidene)benzenesulfonohydrazide (60672-33-5) → 1-ethenyl-4-methylbenzene (622-97-9,24936-41-2) + 2-chloro-4-methoxyphenol (18113-03-6) + 2-chloro-4-methoxy-1-(1-(p-tolyl)vinyl)benzene (1262210-20-7)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; lithium tert-butoxide; XPhos; In 1,4-dioxane; at 110 ℃; for 20h; Inert atmosphere; Reflux;

DOI:10.1021/ol102884g

Reference yield: 65.1%

para-methylacetophenone (122-00-9) → 1-ethenyl-4-methylbenzene (622-97-9,24936-41-2) + CH3C6H4CH(CH3)OH (536-50-5) + 4-methylethylbenzene (622-96-8) + 4-methyl-1-methoxyethylbenzene (79744-75-5)

Guidance literature:

With nickel dichloride; zinc; In methanol; for 12h; Heating;

DOI:10.1248/cpb.38.2097

Reference yield: 65.1%

methanol (67-56-1) + para-methylacetophenone (122-00-9) → 1-ethenyl-4-methylbenzene (622-97-9,24936-41-2) + CH3C6H4CH(CH3)OH (536-50-5) + 4-methylethylbenzene (622-96-8) + 4-methyl-1-methoxyethylbenzene (79744-75-5)

Guidance literature:

With nickel dichloride; zinc; for 12h; Heating;

DOI:10.1248/cpb.38.2097

upstream raw materials:

oxirane

para-xylene

3-p-tolyl-1,4,5,6-tetrahydro-pyridazine

4-methylcinnamic acid

Downstream raw materials:

1-(1-methoxyvinyl)-4-methylbenzene

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

4-(4'-methylphenyl)-1,3-dioxane

(β-chloro-4-methyl-phenethyl)-(2,4-dinitro-phenyl)-sulfide

Refernces

• 1、 Chan, Ka Long,Chiu, Chiao-Fan,Elakkat, Vijayanath,Lu, Norman,Shen, Chia-Rui,Su, Han-Chang,Tessema, Eskedar,Tsai, Zong-Lin. "Recoverable palladium-catalyzed carbon-carbon bond forming reactions under thermomorphic mode: Stille and suzuki-miyaura reactions". . . Retrieved 2021/05/31.
• 2、 Ashikari, Yosuke,Tamaki, Takashi,Kawaguchi, Tomoko,Furusawa, Mai,Yonekura, Yuya,Ishikawa, Susumu,Takahashi, Yusuke,Aizawa, Yoko,Nagaki, Aiichiro. "Switchable Chemoselectivity of Reactive Intermediates Formation and Their Direct Use in A Flow Microreactor". supporting information. p. 16107 - 16111. Retrieved 2021/10/12.