2-Methoxy-5-methyl-1,4-benzoquinone

Base Information

• Chemical Name: 2-Methoxy-5-methyl-1,4-benzoquinone
• CAS No.: 614-13-1
• Molecular Formula: C8H8 O3
• Molecular Weight: 152.15
• European Community (EC) Number: 621-695-2
• NSC Number: 3071
• UNII: 65F6O8111V
• DSSTox Substance ID: DTXSID50210314
• Nikkaji Number: J54.530I
• Wikidata: Q27891519
• Metabolomics Workbench ID: 112787
• ChEMBL ID: CHEMBL2252964
• Mol file: 614-13-1.mol

Synonyms:2-methoxy-5-methyl-1,4-benzoquinone;2-MMBQ

Chemical Property of 2-Methoxy-5-methyl-1,4-benzoquinone

Chemical Property:

• Vapor Pressure: 0.0165mmHg at 25°C
• Boiling Point: 255.2°C at 760 mmHg
• Flash Point: 109.4°C
• PSA: 43.37000
• Density: 1.17g/cm³
• LogP: 0.61480
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 152.047344113
• Heavy Atom Count: 11
• Complexity: 271

Purity/Quality:

99%, ^*data from raw suppliers

2-Methoxy-5-methylcyclohexa-2,5-diene-1,4-dione 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC(=O)C(=CC1=O)OC

Technology Process of 2-Methoxy-5-methyl-1,4-benzoquinone

There total 54 articles about 2-Methoxy-5-methyl-1,4-benzoquinone 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: 100.0%

5-methyl-2-methoxyphenol (1195-09-1) → 2-methoxy-5-methyl-1,4-benzoquinone (614-13-1)

Guidance literature:

With oxygen; copper dichloride;

DOI:10.1246/cl.1993.1863

Reference yield: 98.0%

1,2,4-trimethoxy-5-methylbenzene (14894-74-7) → 2-methoxy-5-methyl-1,4-benzoquinone (614-13-1)

Guidance literature:

With ammonium cerium (IV) nitrate; In dichloromethane; water;

DOI:10.1016/j.tetlet.2018.01.007

Reference yield: 81.0%

methanol (67-56-1) + 4-methyl-1,2-dihydroxybenzene (452-86-8) → 2-methoxy-5-methyl-1,4-benzoquinone (614-13-1)

Guidance literature:

With oxygen; copper dichloride; at 60 ℃; for 20h;

DOI:10.1246/cl.1993.1863

upstream raw materials:

diazomethane

2-hydroxy-5-methyl-1,4-benzoquinone

methanol

1,2-dimethoxy-4-methyl-5-nitrobenzene

Downstream raw materials:

2-methoxy-5-methyl-1,4-benzenediol diacetate

2,5-dihydroxy-4-methoxytoluene

2,3,6-triacetoxy-4-methoxy-toluene

4-Hydroxy-2-methoxy-4,5-dimethyl-cyclohexa-2,5-dienone

Refernces

• 1、 Shizuri, Yoshikazu,Nakamura, Kensuke,Yamamura, Shosuke. "Reaction of Alkenes with Unstable Cations Electrogenerated from Phenols". . p. 530 - 531. Retrieved 1985.
• 2、 Wellauer, Jo?l,Miladinov, Dragan,Buchholz, Thomas,Schütz, Jan,Stemmler, René T.,Medlock, Jonathan A.,Bonrath, Werner,Sparr, Christof. "Organophotocatalytic Aerobic Oxygenation of Phenols in a Visible-Light Continuous-Flow Photoreactor". supporting information. p. 9748 - 9752. Retrieved 2021/05/27.
• 3、 China, Hideyasu,Tanihara, Kokoro,Sasa, Hirotaka,Kikushima, Kotaro,Dohi, Toshifumi. "Regiodivergent oxidation of alkoxyarenes by hypervalent iodine/oxone system". . p. 2 - 8. Retrieved 2019/09/10.