2-Methoxycyclohexa-2,5-diene-1,4-dione

Base Information

• Chemical Name: 2-Methoxycyclohexa-2,5-diene-1,4-dione
• CAS No.: 2880-58-2
• Molecular Formula: C7H6O3
• Molecular Weight: 138.123
• Hs Code.: 2914690090
• European Community (EC) Number: 809-193-3
• NSC Number: 508876
• UNII: 4JG695W2CX
• DSSTox Substance ID: DTXSID00182991
• Nikkaji Number: J256.620F
• Wikidata: Q27463090
• Metabolomics Workbench ID: 45621
• ChEMBL ID: CHEMBL430845
• Mol file: 2880-58-2.mol

Synonyms:2-methoxy-1,4-benzoquinone;2-methoxy-para-benzoquinone;methoxy-p-benzoquinone

Chemical Property of 2-Methoxycyclohexa-2,5-diene-1,4-dione

Chemical Property:

• Vapor Pressure: 0.0267mmHg at 25°C
• Melting Point: 147 °C
• Refractive Index: 1.513
• Boiling Point: 246.7 °C at 760 mmHg
• Flash Point: 105.9 °C
• PSA: 43.37000
• Density: 1.22 g/cm³
• LogP: 0.22470
• Storage Temp.: 2-8°C
• Solubility.: within very faint turbidity in hot Methanol
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 138.031694049
• Heavy Atom Count: 10
• Complexity: 235

Purity/Quality:

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

Methoxybenzoquinone ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=O)C=CC1=O

Technology Process of 2-Methoxycyclohexa-2,5-diene-1,4-dione

There total 89 articles about 2-Methoxycyclohexa-2,5-diene-1,4-dione 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%

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

Guidance literature:

With dipyridinium dichromate; In dichloromethane; for 2h; Ambient temperature;

DOI:10.1016/S0040-4020(01)81678-1

Reference yield: 98.0%

2,4-dimethoxyphenol (13330-65-9) → 2-methoxy-1,4-benzoquinone (2880-58-2)

Guidance literature:

With C₃₃H₃₃N₅O₈Ru; dihydrogen peroxide; In ethyl acetate; at 20 ℃; for 2h; chemoselective reaction; Green chemistry;

DOI:10.1039/c6ob00969g

Reference yield: 97.0%

m-methoxybenzamide (5813-86-5) → 2-methoxy-1,4-benzoquinone (2880-58-2)

Guidance literature:

With iodobenzene; oxone; water; In acetonitrile; at 20 ℃;

DOI:10.1021/ol101993q

upstream raw materials:

O-methylresorcine

2,4-dimethoxyphenol

methoxyhydroquinone

4-benzhydrylidene-2-methoxycyclohexa-2,5-dienone

Downstream raw materials:

5-(1-aziridinyl)-2-methoxy-1,4-benzoquinone

annoquinone-A

2-methoxyphenanthrene-1,4-quinone

3-methoxy-8-methyl-1,4-phenanthrenedione

Refernces

• 1、 Keegstra, Erik M. D.,Spek, Anthony L.,Zwikker, Jan W.,Jenneskens, Leonardus W.. "The Crystal Structure of 2-Methoxy-1,4-benzoquinone: Molecular Recognition involving Intermolecular Dipole-Dipole- and C-H...O Hydrogen Bond Interactions". . p. 1633 - 1634. Retrieved 1994.
• 2、 Ohzu, Shingo,Ishizuka, Tomoya,Kotani, Hiroaki,Kojima, Takahiko. "Reactivity of a Ru(iii)-hydroxo complex in substrate oxidation in water". . p. 15018 - 15021. Retrieved 2014.
• 3、 Horvat, Monika,Iskra, Jernej. "Oxidative cleavage of C-C double bond in cinnamic acids with hydrogen peroxide catalysed by vanadium(v) oxide". . p. 2073 - 2081. Retrieved 2022/04/07.
• 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.