4,5-Dimethoxy-o-benzoquinone

Base Information

• Chemical Name: 4,5-Dimethoxy-o-benzoquinone
• CAS No.: 21086-65-7
• Molecular Formula: C8H8O4
• Molecular Weight: 168.149
• Hs Code.: 2914690090
• European Community (EC) Number: 244-205-5
• NSC Number: 121600
• UNII: EP7L5A4T5C
• DSSTox Substance ID: DTXSID10175314
• Nikkaji Number: J83.058E
• Wikidata: Q83045621
• ChEMBL ID: CHEMBL298111
• Mol file: 21086-65-7.mol

Synonyms:4,5-Dimethoxy-1,2-benzoquinone;21086-65-7;4,5-Dimethoxy-o-benzoquinone;4,5-dimethoxycyclohexa-3,5-diene-1,2-dione;3,5-Cyclohexadiene-1,2-dione, 4,5-dimethoxy-;NSC-121600;4,5-Dioxoveratrol;NSC121600;EP7L5A4T5C;CHEMBL298111;SCHEMBL3417111;3,2-dione, 4,5-dimethoxy-;o-Benzoquinone, 4,5-dimethoxy-;DTXSID10175314;4,5-Dimethoxybenzo-1,2-quinone;4,5-Dimethoxy-[1,2]benzoquinone;EINECS 244-205-5;4,5-Dimethoxybenzo-1,2-quinone #;MFCD00016370;STK523239;AKOS000298782;NSC 121600;CS-0328334;FT-0692373;4,5-dimethoxy-3,5-cyclohexadiene-1,2-dione

Chemical Property of 4,5-Dimethoxy-o-benzoquinone

Chemical Property:

• Vapor Pressure: 0.000247mmHg at 25°C
• Melting Point: 226-230 °C
• Refractive Index: 1.503
• Boiling Point: 324.3 °C at 760 mmHg
• Flash Point: 146.2 °C
• PSA: 52.60000
• Density: 1.24 g/cm³
• LogP: 0.19880
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 168.04225873
• Heavy Atom Count: 12
• Complexity: 255

Purity/Quality:

98%,99%, ^*data from raw suppliers

4,5-Dimethoxy-1,2-benzoquinone ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=O)C(=O)C=C1OC

Technology Process of 4,5-Dimethoxy-o-benzoquinone

There total 29 articles about 4,5-Dimethoxy-o-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: 90.0%

6-<(dimethylamino)methyl>-3,4-dimethoxyphenol (115320-11-1) → 4,5-dimethoxy-1,2-benzoquinone (21086-65-7)

Guidance literature:

With potassiuim nitrosodisulfonate; In dichloromethane; for 0.25h; pH 6.1 (NA₂HPO₄/NaH₂PO₄);

DOI:10.1021/jo00288a048

Reference yield: 87.0%

methanol (67-56-1) + phenol (108-95-2,27073-41-2) → 4,5-dimethoxy-1,2-benzoquinone (21086-65-7)

Guidance literature:

With oxygen; copper; In pyridine; at 20 ℃; under 757.6 Torr;

Reference yield: 85.0%

2-Hydroxy-4,5-dimethoxybenzyl alcohol (115060-94-1) → 4,5-dimethoxy-1,2-benzoquinone (21086-65-7)

Guidance literature:

With potassium nitrososulfonate; In water; Na₂HPO₄-NaH₂PO₄ buffer pH=5.8;

DOI:10.1016/S0040-4020(01)81645-8

upstream raw materials:

methanol

benzene-1,2-diol

4-methoxy-5-(4-methoxyphenoxy)cyclohexa-3,5-diene-1,2-dione

2-hydroxy-3-butene

Downstream raw materials:

6-(3-Diethylamino-prop-1-ynyl)-6-hydroxy-3,4-dimethoxy-cyclohexa-2,4-dienone

6-Ethoxyethynyl-6-hydroxy-3,4-dimethoxy-cyclohexa-2,4-dienone

2,4-dimethoxy-6-hydroxy-6-(3-methylbutenynyl)-2,4-cyclohexadienone

4-phenylamino-5-methoxy-1,2-benzoquinone

Refernces

• 1、 Huang, Zheng,Kwon, Ohhyeon,Esguerra, Kenneth Virgel N.,Lumb, Jean-Philip. "A divergent and selective synthesis of ortho- and para-quinones from phenols". . p. 5871 - 5885. Retrieved 2015/08/04.
• 2、 Hossain, Md. Munkir,Tseng, Mei-Chun,Lee, Chi-Rung,Shyu, Shin-Guang. "Synthesis, structure, and reactivity of [Cu(phen)2]ClO2: Aerobic oxidation of Cl- to ClO2- at room temperature". . p. 36 - 40. Retrieved 2015/04/27.