2-Methoxyhydroquinone

Base Information

• Chemical Name: 2-Methoxyhydroquinone
• CAS No.: 824-46-4
• Molecular Formula: C7H8O3
• Molecular Weight: 140.139
• Hs Code.: 29095000
• European Community (EC) Number: 212-530-1
• UNII: 2HI6HNR5U1
• DSSTox Substance ID: DTXSID00231716
• Nikkaji Number: J133.732G
• Wikidata: Q27254754
• Metabolomics Workbench ID: 142492
• ChEMBL ID: CHEMBL551075
• Mol file: 824-46-4.mol

Synonyms:2-methoxybenzene-1,4-diol

Chemical Property of 2-Methoxyhydroquinone

Chemical Property:

• Appearance/Colour: WHITE TO GREY OR BROWN POWDER
• Vapor Pressure: 0.000311mmHg at 25°C
• Melting Point: 89-91 ºC
• Refractive Index: 1.579
• Boiling Point: 311.3 ºC at 760 mmHg
• PKA: 10.30±0.18(Predicted)
• Flash Point: 142.1 ºC
• PSA: 49.69000
• Density: 1.27 g/cm³
• LogP: 1.10640
• Water Solubility.: Slightly soluble in water. Solubility in methanol is almost transparent.
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 140.047344113
• Heavy Atom Count: 10
• Complexity: 105

Purity/Quality:

99% ^*data from raw suppliers

2-Methoxybenzene-1,4-diol ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=CC(=C1)O)O
• Uses: 2-methoxyhydroquinone is a member of phenols. It finds its application in the formation of coniferyl alcohol from ferulic acid by the white rot fungus Trametes.

Technology Process of 2-Methoxyhydroquinone

There total 48 articles about 2-Methoxyhydroquinone 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: 98.0%

2-methoxy-1,4-benzoquinone (2880-58-2) → methoxyhydroquinone (824-46-4)

Guidance literature:

With 1,1,3,3-Tetramethyldisiloxane; iodine; In dichloromethane; for 0.5h; Heating;

DOI:10.1016/S0040-4020(01)82361-9

Reference yield: 97.0%

vanillin (121-33-5,8014-42-4) → methoxyhydroquinone (824-46-4)

Guidance literature:

With sodium percarbonate; water; In tetrahydrofuran; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1039/c3gc42613k

Reference yield: 66.0%

2-methoxy-1,4-di-O-propanoylhydroquinone (3904-22-1) → methoxyhydroquinone (824-46-4)

Guidance literature:

With Candida antarctica lipase B; In di-isopropyl ether; isopropyl alcohol; at 45 ℃; for 1h; regioselective reaction; Enzymatic reaction;

DOI:10.1139/cjc-2015-0335

upstream raw materials:

2-methoxy-1,4-benzoquinone

4-bromoguaiacol

3-methoxy-4-hydroxybenzoic acid

tachioside

Downstream raw materials:

2-(2',5'-dihydroxy-4'-methoxyphenyl)-5-methoxy-p-benzoquinone

2-methoxy-1,4-benzoquinone

4,4'-Dimethoxybiphenyl-2,5,2',5'-bis-p-benzoquinone

2,3,5-tribromo-6-methoxy[1,4]benzoquinone

Refernces

• 1、 Fischer, Roland,Frühwirt, Philipp,Freunberger, Stefan A.,Gescheidt-Demner, Georg,Kern, Wolfgang,Nothdurft, Philipp,Petzold, Alina,Riess, Gisbert,Schlemmer, Werner,Schmallegger, Max,Spirk, Stefan. "2-Methoxyhydroquinone from Vanillin for Aqueous Redox-Flow Batteries". . p. 22943 - 22946. Retrieved 2020.
• 2、 Dubovtsev, Alexey Yu.,Shcherbakov, Nikolay V.,Dar'in, Dmitry V.,Kukushkin, Vadim Yu.. "Nature of the Nucleophilic Oxygenation Reagent Is Key to Acid-Free Gold-Catalyzed Conversion of Terminal and Internal Alkynes to 1,2-Dicarbonyls". . p. 745 - 757. Retrieved 2020/02/04.
• 3、 -. "FLAME-RETARDANT VANILLIN-DERIVED SMALL MOLECULES". Paragraph 0005. . Retrieved 2018/11/24.