3-Methylstyrene

Base Information

• Chemical Name: 3-Methylstyrene
• CAS No.: 100-80-1
• Molecular Formula: C9H10
• Molecular Weight: 118.178
• Hs Code.: 29029090
• European Community (EC) Number: 202-889-2
• ICSC Number: 0734
• UN Number: 2618
• UNII: FFK4I9430G
• DSSTox Substance ID: DTXSID9051454
• Nikkaji Number: J3.593I
• Wikidata: Q2675854
• ChEMBL ID: CHEMBL1381662
• Mol file: 100-80-1.mol

Synonyms:1-ethenyl-3-methylbenzene;3-ethenylmethylbenzene;3-vinyltoluene

Chemical Property of 3-Methylstyrene

Chemical Property:

• Melting Point: −82-−81 °C(lit.)
• Refractive Index: n20/D 1.541(lit.)
• Boiling Point: 170°Cat760mmHg
• Flash Point: 47.4°C
• PSA: 0.00000
• Density: 0.897g/cm³
• LogP: 2.63800
• Storage Temp.: 2-8°C
• Water Solubility.: Soluble in Methanol, Ether, Benzene, Acetone, Ethanol, Heptane. Soluble in water (0.09 g/L) at 20°C.
• 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: 94.2

Purity/Quality:

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

3-Methylstyrene (stabilized with TBC) >97.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R10:Flammable.; R20:Harmful by inhalation.; R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: Xn
• Statements: 10-20-36/37/38-65
• Safety Statements: 26-36-62

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Plastics & Rubber -> Other Monomers
• Canonical SMILES: CC1=CC(=CC=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: 3-Methylstyreneis used as pharmaceutical intermediates.

Technology Process of 3-Methylstyrene

There total 54 articles about 3-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: 91.0%

Methyltriphenylphosphonium bromide (1779-49-3) + m-tolyl aldehyde (620-23-5) → 3-methylstyrene (100-80-1)

Guidance literature:

With potassium carbonate; In 1,4-dioxane; at 110 ℃; for 10h;

DOI:10.1002/adsc.201500732

Reference yield: 90.0%

1-ethynyl-3-methyl-benzene (766-82-5) → 3-methylstyrene (100-80-1)

Guidance literature:

With silver(I) tetrakis(3,5-bis(trifluoromethyl)phenyl)borate; C₁₉H₁₃I₂N₃O₂Ru; hydrogen; In isopropyl alcohol; at 80 ℃; for 2h; under 3750.38 Torr; chemoselective reaction; Autoclave; Schlenk technique;

DOI:10.1021/acs.organomet.0c00413

Reference yield: 85.0%

vinyl phenyl ether (766-94-9) + m-tolylmagnesium bromide (28987-79-3) → 3-methylstyrene (100-80-1)

Guidance literature:

With iron(II) chloride; In tetrahydrofuran; 1,2-dimethoxyethane; at -78 - 20 ℃; for 48h; chemoselective reaction; Sealed tube; Glovebox; Inert atmosphere;

DOI:10.1002/asia.201600972

upstream raw materials:

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

2-(3-methylphenyl)ethanol

acetic anhydride

m-tolyl aldehyde

Downstream raw materials:

6-chloro-3-(3-methyl-benzyl)-1,1-dioxo-1,2,3,4-tetrahydro-1λ⁶-benzo[1,2,4]thiadiazine-7-sulfonic acid amide

2-m-tolyl-N-benzenesulfonylaziridine

4-(methoxycarbonyl)benzyl alcohol

1-methyl-3-(1-methyl-2-propenyl)benzene

Refernces

• 1、 Ji, Shufang,Chen, Yuanjun,Zhao, Shu,Chen, Wenxing,Shi, Lijun,Wang, Yu,Dong, Juncai,Li, Zhi,Li, Fuwei,Chen, Chen,Peng, Qing,Li, Jun,Wang, Dingsheng,Li, Yadong. "Atomically Dispersed Ruthenium Species Inside Metal–Organic Frameworks: Combining the High Activity of Atomic Sites and the Molecular Sieving Effect of MOFs". . p. 4271 - 4275. Retrieved 2019.
• 2、 Ichikawa,K. et al.. "-". . p. 1593 - 1596. Retrieved 1965.
• 3、 Augustyniak, Adam W.,Trzeciak, Anna M.. "Phenylacetylene semihydrogenation over a palladium pyrazolate hydrogen-bonded network". . . Retrieved 2021.
• 4、 Manna, Srimanta,Antonchick, Andrey P.. "A Metal-Free Oxidative Dehydrogenative Diels–Alder Reaction for Selective Functionalization of Alkylbenzenes". . p. 7825 - 7829. Retrieved 2017.
• 5、 Geng, Jiao,Hu, Xingbang,Liu, Qiang,Wu, Youting,Yang, Liu,Yao, Chenfei. "Controlling the Lewis Acidity and Polymerizing Effectively Prevent Frustrated Lewis Pairs from Deactivation in the Hydrogenation of Terminal Alkynes". . p. 3685 - 3690. Retrieved 2021.
• 6、 Jiang, Yimin,Shi, Zhaojiang,Wu, Jinnan,Wu, Shaofen,Ye, Keyin,Yu, Yi,Yuan, Yaofeng. "Electrochemistry enabled selective vicinal fluorosulfenylation and fluorosulfoxidation of alkenes". supporting information. . Retrieved 2021/11/17.