2,3-Dimethoxy-5-methylhydroquinone

Base Information

• Chemical Name: 2,3-Dimethoxy-5-methylhydroquinone
• CAS No.: 3066-90-8
• Molecular Formula: C9H12 O4
• Molecular Weight: 184.192
• Hs Code.: 2909499000
• European Community (EC) Number: 676-140-7
• UNII: 4DF7Q4S5WQ
• DSSTox Substance ID: DTXSID60457910
• Nikkaji Number: J28.661C
• Wikidata: Q27129579
• Metabolomics Workbench ID: 61329
• Mol file: 3066-90-8.mol

Synonyms:ubiquinol;ubiquinol 0;ubiquinol 1;ubiquinol 50;ubiquinol 6 (ubiquinol 30);ubiquinol 7;ubiquinol 9;ubiquinols;ubiquinone hydroquinone

Chemical Property of 2,3-Dimethoxy-5-methylhydroquinone

Chemical Property:

• Vapor Pressure: 4.39E-05mmHg at 25°C
• Melting Point: 74.5-75.5 °C
• Refractive Index: 1.553
• Boiling Point: 340.3 °C at 760 mmHg
• PKA: 10.45±0.28(Predicted)
• Flash Point: 159.6 °C
• PSA: 58.92000
• Density: 1.223 g/cm³
• LogP: 1.42340
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 184.07355886
• Heavy Atom Count: 13
• Complexity: 162

Purity/Quality:

99%, ^*data from raw suppliers

2,3-Dimethoxy-5-methyl-1,4-hydroquinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C(=C1O)OC)OC)O
• Uses: A substituted p-hydroquinone derivative with antioxidant properties and inhibitory effects in lipid peroxidation. It is a free radical scavenger that can potentially be modified to suppress hydrogen peroxide-induced cytotoxicity and DNA damage in relation to affinity for cell membrane.

Technology Process of 2,3-Dimethoxy-5-methylhydroquinone

There total 19 articles about 2,3-Dimethoxy-5-methylhydroquinone 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%

2,3-Dimethoxy-5-methyl-1,4-benzoquinone (605-94-7) → 2,3-dimethoxy-5-methylbenzene-1,4-diol (3066-90-8)

Guidance literature:

With sodium dithionite; In 1,2-dichloro-ethane; at 20 ℃; for 3h;

DOI:10.1002/hlca.200590197

Reference yield: 93.5%

→ 2,3-dimethoxy-5-methylbenzene-1,4-diol (3066-90-8)

Guidance literature:

Reference yield:

2,3-dimethoxy-4-hydroxy-4-(1-propenyl)-2-cyclobuten-1-one (124603-25-4,124603-26-5) → 2,3-dimethoxy-5-methylbenzene-1,4-diol (3066-90-8)

Guidance literature:

In xylene; for 1.25h; Heating;

upstream raw materials:

2,3-Dimethoxy-5-methyl-1,4-benzoquinone

2,3-dimethoxy-4-hydroxy-4-(1-propenyl)-2-cyclobuten-1-one

ascorbic acid

Ubisemihydroquinone

Downstream raw materials:

2-(2-Fluor-3-methyl-but-2-enyl)-5,6-dimethoxy-3-methyl-benzochinon

2-(2-Chlor-3-methyl-but-2-enyl)-5,6-dimethoxy-3-methyl-benzochinon

8,9-Dimethoxy-7-hydroxy-6-methyl-5-phenyl-2-oxo-2,3,4,5-tetrahydro-1-benzoxepin

6-hydroxy-7,8-dimethoxy-4,4,5-trimethylhydrocoumarin

Refernces

• 1、 Suenobu, Tomoyoshi,Shibata, Satoshi,Fukuzumi, Shunichi. "Catalytic formation of hydrogen peroxide from coenzyme NADH and dioxygen with a water-soluble iridium complex and a ubiquinone coenzyme analogue". . p. 7747 - 7754. Retrieved 2016.
• 2、 Nakayama, Tsutomu,Hashimoto, Miku,Hashimoto, Kei. "Superoxide Dismutase Inhibition of Oxidation of Ubiquinol and Concomitant Formation of Hydrogen Peroxide". . p. 2034 - 2038. Retrieved 1997.
• 3、 Phanstiel, Otto,Sekhar, Vandana,Tantak, Mukund P.,Tao, Xianzun,Zhai, R. Grace. "Development of a Redox-Sensitive Spermine Prodrug for the Potential Treatment of Snyder Robinson Syndrome". . p. 15593 - 15607. Retrieved 2021/11/16.
• 4、 Baschieri, Andrea,Amorati, Riccardo,Valgimigli, Luca,Sambri, Letizia. "1-Methyl-1,4-cyclohexadiene as a Traceless Reducing Agent for the Synthesis of Catechols and Hydroquinones". . p. 13655 - 13664. Retrieved 2019/10/28.