m-Methylstyrene oxide

Base Information

• Chemical Name: m-Methylstyrene oxide
• CAS No.: 20697-03-4
• Molecular Formula: C9H10O
• Molecular Weight: 134.1751
• European Community (EC) Number: 826-261-8
• UNII: 4YH377K7RI
• DSSTox Substance ID: DTXSID80942898
• Nikkaji Number: J59.693K
• Wikidata: Q27260665
• Mol file: 20697-03-4.mol

Synonyms:2-(3-methylphenyl)oxirane

Chemical Property of m-Methylstyrene oxide

Chemical Property:

• Vapor Pressure: 0.226mmHg at 25°C
• Boiling Point: 214.5°Cat760mmHg
• Flash Point: 78.5°C
• PSA: 12.53000
• Density: 1.075g/cm³
• LogP: 2.06630
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 134.073164938
• Heavy Atom Count: 10
• Complexity: 122

Purity/Quality:

99% ^*data from raw suppliers

2-(3-METHYLPHENYL)OXIRANE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC=C1)C2CO2

Technology Process of m-Methylstyrene oxide

There total 20 articles about m-Methylstyrene oxide 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: 95.3%

3-methylstyrene (100-80-1) → 3-methylstyrene oxide (704898-29-3,1195902-12-5,20697-03-4)

Guidance literature:

With tert.-butylhydroperoxide; [dioxidomolybdenum(VI)(2-bromo-N'-(2-hydroxo-3-methoxybenzylidene)benzohydrazone)(H₂O)]; In methanol; dichloromethane; at 79.84 ℃; for 1h; Reagent/catalyst; Catalytic behavior; Reflux;

DOI:10.1134/S1070328419110034

Reference yield: 92.0%

trimethylsulphonium iodide (2181-42-2) + m-tolyl aldehyde (620-23-5) → 3-methylstyrene oxide (704898-29-3,1195902-12-5,20697-03-4)

Guidance literature:

trimethylsulphonium iodide; With sodium hydride; In tetrahydrofuran; dimethyl sulfoxide; mineral oil; at 20 ℃; for 0.333333h; Inert atmosphere;

m-tolyl aldehyde; In tetrahydrofuran; dimethyl sulfoxide; mineral oil; at 0 ℃; Inert atmosphere;

DOI:10.1002/anie.201101191

Reference yield: 85.0%

3-methylstyrene (100-80-1) → 3-methylstyrene oxide (704898-29-3,1195902-12-5,20697-03-4) + m-tolyl aldehyde (620-23-5)

Guidance literature:

With [Cu(2,2'-bipyridine)(2-hap)(ClO₄)]; dihydrogen peroxide; In acetonitrile; at 60 ℃; for 8h;

DOI:10.1080/00958972.2012.747088

upstream raw materials:

trimethylsulphonium iodide

m-tolyl aldehyde

3-methylstyrene

trimethylsulfonium methylsulfate

Downstream raw materials:

trans-(3-methyl)-1-phenylthiostyrene

(E)-1-methyl-3-(2-(phenylsulfonyl)vinyl)benzene

3-(3-methylphenyl)-4,5-dihydro-isothiazole 1,1-dioxide

(R)-3-(3-methylphenyl)-1,2-thiazolidine 1,1-dioxide

Refernces

• 1、 Guo, Zheng,Xie, Jinglei,Hu, Tao,Chen, Yunrong,Tao, Houchao,Yang, Xiaoyu. "Kinetic resolution ofN-aryl β-amino alcoholsviaasymmetric aminations of anilines". supporting information. p. 9394 - 9397. Retrieved 2021/09/22.
• 2、 Brandao, Paula,Debnath, Rakesh,Gayen, Saikat,Ghosh, Pameli,Koner, Subratanath,Lin, Zhi,Maity, Tanmay,Mal, Dasarath,Patra, Birendra Nath,Pratihar, Jahar Lal,Sepay, Nayim. "Aerobic epoxidation of olefins by carboxylate ligand-based cobalt (II) compound: synthesis, X-ray crystallography, and catalytic exploration". . . Retrieved 2022/01/04.