2,6-Dimethylbenzoquinone

Base Information

• Chemical Name: 2,6-Dimethylbenzoquinone
• CAS No.: 527-61-7
• Molecular Formula: C8H8O2
• Molecular Weight: 136.15
• Hs Code.: 29146990
• European Community (EC) Number: 208-420-8
• NSC Number: 17549
• UNII: HET5TF8ZGO
• DSSTox Substance ID: DTXSID00200664
• Nikkaji Number: J101.207J
• Wikidata: Q27279891
• ChEMBL ID: CHEMBL150643
• Mol file: 527-61-7.mol

Synonyms:2,6-dimethyl-1,4-benzoquinone;2,6-DMBQ

Chemical Property of 2,6-Dimethylbenzoquinone

Chemical Property:

• Appearance/Colour: yellow solid
• Melting Point: 71-73 °C(lit.)
• Refractive Index: 1.
• Boiling Point: 200.9 °C at 760 mmHg
• Flash Point: 71.1 °C
• PSA: 34.14000
• Density: 1.115g/cm³
• LogP: 1.03080
• Water Solubility.: Soluble in chloroform. Insoluble in water.
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 136.052429494
• Heavy Atom Count: 10
• Complexity: 232

Purity/Quality:

98% ^*data from raw suppliers

2,6-Dimethylbenzoquinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC(=O)C=C(C1=O)C
• Uses: 2,6-Dimethyl-p-benzoquinone is used as organic intermediates.

Technology Process of 2,6-Dimethylbenzoquinone

There total 150 articles about 2,6-Dimethylbenzoquinone 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: 97.0%

2.6-dimethylphenol (576-26-1,25134-01-4) → 2,6-dimethyl-1,4-benzoquinone (527-61-7)

Guidance literature:

With titanium superoxide; dihydrogen peroxide; acetic acid; In water; at 50 ℃; for 2h;

Reference yield: 97.0%

2.6-dimethylphenol (576-26-1,25134-01-4) → 1,4-dihydroxy-2,6-dimethylbenzene (654-42-2) + 2,6-dimethyl-1,4-benzoquinone (527-61-7)

Guidance literature:

With dihydrogen peroxide; Ti-superoxide; In water; acetic acid; at 50 - 60 ℃; for 1.25h; Product distribution / selectivity;

Reference yield: 90.0%

3,5-Dimethylphenol (108-68-9,50356-23-5) → 2,6-dimethyl-1,4-benzoquinone (527-61-7)

Guidance literature:

With oxygen; In water; acetonitrile; at 40 ℃; for 1h; under 15001.5 Torr; Green chemistry;

DOI:10.1039/c9ra05079e

upstream raw materials:

2,6-dimethyl-4-nitro phenol

lead(IV) tetraacetate

acetic acid

2.6-dimethylphenol

Downstream raw materials:

1,3-dimethyl-2,4,5-triacetoxybenzene

2,6-Dimethyl-4-(4-nitro-phenylazo)-phenol

2,6-dimethyl-1,4-benzoquinone-4-(2,4,6-trimethil anil)

3,3'-(4,6-dimethyl-2,5-dioxo-cyclohexa-3,6-diene-1,3-diyldimercapto)-di-propionic acid

Refernces

• 1、 Mahalingam, Rathinam J.,Selvam, Parsuraman. "A convenient synthesis of alkyl substituted p-benzoquinones from phenols and H2O2 over TiAPO-5 molecular sieve catalyst". . p. 455 - 456. Retrieved 1999.
• 2、 Hughes, Maureen E.,Corden, Barry B.. "Magnetic Field Effects in Cobalt(II)-Catalyzed Oxidations: The Role of Electron Spin Angular Momentum". . p. 4110 - 4111. Retrieved 1989.
• 3、 Johnson, Peter G.,Littler, John S.,Quick, Geoffrey R.. "Oxidation of Organic Compounds with Quinquevalent Vanadium. Part 15. Oxidation of 2,6-Dimethylphenol". . p. 685 - 690. Retrieved 1983.
• 4、 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.
• 5、 -. "PHOTOOXIDATION OF 2,3,6-TRIMETHYLPHENOL". Page/Page column 14-15. . Retrieved 2021/11/26.