2,6-Dimethoxy-1,4-benzoquinone

Base Information

• Chemical Name: 2,6-Dimethoxy-1,4-benzoquinone
• CAS No.: 26547-64-8
• Molecular Formula: C₈H₈O₄
• Molecular Weight: 168.149
• European Community (EC) Number: 208-484-7
• NSC Number: 56336,24500
• UNII: 1Z701W789S
• DSSTox Substance ID: DTXSID80862128
• Nikkaji Number: J6.704K
• Wikipedia: 2,6-Dimethoxybenzoquinone
• Wikidata: Q4596807
• NCI Thesaurus Code: C126754
• Metabolomics Workbench ID: 43976
• ChEMBL ID: CHEMBL448515
• Mol file: 26547-64-8.mol

Synonyms:2,6-dimethoxy-1,4-benzoquinone;2,6-dimethoxy-p-benzoquinone

Chemical Property of 2,6-Dimethoxy-1,4-benzoquinone

Chemical Property:

• XLogP3: -0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 168.04225873
• Heavy Atom Count: 12
• Complexity: 259

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC(=O)C=C(C1=O)OC

Technology Process of 2,6-Dimethoxy-1,4-benzoquinone

There total 151 articles about 2,6-Dimethoxy-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%

3,4,5-trimethoxyphenol (642-71-7) → 2,6-dimethoxy-p-quinone (530-55-2,26547-64-8)

Guidance literature:

With bis-[(trifluoroacetoxy)iodo]benzene; In water; acetonitrile; for 0.166667h; Ambient temperature;

DOI:10.1055/s-1989-27170

Reference yield: 99.0%

bis(2,4,6-trimethoxyphenyl)nitrosonium nitrate → 2,6-dimethoxy-p-quinone (530-55-2,26547-64-8)

Guidance literature:

With water; In acetonitrile; for 0.5h;

DOI:10.1002/anie.202105723

Reference yield: 98.0%

1,2,3-trimethoxybenzene (621-23-8) → 2,6-dimethoxy-p-quinone (530-55-2,26547-64-8)

Guidance literature:

With C₃₃H₃₃N₅O₈Ru; dihydrogen peroxide; In ethyl acetate; at 20 ℃; for 12h; chemoselective reaction; Schlenk technique; Green chemistry;

DOI:10.1039/c6ob00969g

upstream raw materials:

Perbenzoic acid

1,2,3-trimethoxybenzene

chloroform

3,5-dimethoxyphenol

Downstream raw materials:

2,6-dimethyl-1,4-phenylene diacetate

2,6-diethoxy-p-benzoquinone

3,5-dimethoxy-2-propyl-[1,4]benzoquinone

2,6-Dimethoxy-3,5-dipropyl-[1,4]benzoquinone

Refernces

• 1、 Gargouri, Olfa Dridi,Gargouri, Boutheina,Trabelsi, Souhel Kallel,Bouaziz, Mohamed,Abdelhédi, Ridha. "Synthesis of 3-O-methylgallic acid a powerful antioxidant by electrochemical conversion of syringic acid". . p. 3643 - 3649. Retrieved 2013.
• 2、 Zalomaeva, Olga V.,Evtushok, Vasilii Yu.,Maksimov, Gennadii M.,Maksimovskaya, Raisa I.,Kholdeeva, Oxana A.. "Synthesis of coenzyme Q0 through divanadium-catalyzed oxidation of 3,4,5-trimethoxytoluene with hydrogen peroxide". . p. 5202 - 5209. Retrieved 2017.
• 3、 Li, Shuya,Kim, Saerona,Davis, Andrew H.,Zhuang, Jingshun,Shuler, Eric Wolfgang,Willinger, Debora,Lee, Jae-Joon,Zheng, Weiwei,Sherman, Benjamin D.,Yoo, Chang Geun,Leem, Gyu. "Photocatalytic Chemoselective C-C Bond Cleavage at Room Temperature in Dye-Sensitized Photoelectrochemical Cells". . p. 3771 - 3781. Retrieved 2021.
• 4、 Artaud, Isabelle,Aziza, Khaled Ben,Chopard, Claude,Mansuy, Daniel. "A New Easy Access to Quinones from Iron Porphyrin-catalysed Oxidation of Methoxyarenes by Magnesium Monoperoxyphthalate". . p. 31 - 33. Retrieved 1991.
• 5、 Kiliani. "-". . . Retrieved 1910.
• 6、 An, Haiyan,Chang, Shenzhen,Chen, Yanhong,Huang, Yaohui,Luo, Huiyun,Zhu, Qingshan. "Polyoxometalate-based supramolecular porous frameworks with dual-active centers towards highly efficient synthesis of functionalized: P -benzoquinones". . p. 8591 - 8603. Retrieved 2021/11/17.
• 7、 Pancrazzi, Francesco,Maestri, Giovanni,Maggi, Raimondo,Viscardi, Rosanna. "Oxidative Dearomatization of Phenols and Polycyclic Aromatics with Hydrogen Peroxide Triggered by Heterogeneous Sulfonic Acids". supporting information. p. 5407 - 5414. Retrieved 2021/10/25.