2-hydroxy-1,4-benzoquinone

Base Information

• Chemical Name: 2-hydroxy-1,4-benzoquinone
• CAS No.: 2474-72-8
• Molecular Formula: C6H4 O3
• Molecular Weight: 124.096
• Hs Code.: 2914690090
• UNII: C7I5HV2JFI
• DSSTox Substance ID: DTXSID60179468
• Nikkaji Number: J1.068.225H,J546.100F
• Wikipedia: Hydroxy-1,4-benzoquinone
• Wikidata: Q5955500
• Metabolomics Workbench ID: 51262
• Mol file: 2474-72-8.mol

Synonyms:p-Benzoquinone,2-hydroxy- (8CI); p-Benzoquinone, hydroxy- (6CI,7CI);2-Hydroxy-1,4-benzoquinone; 2-Hydroxy-p-benzoquinone; Hydroxy-p-benzoquinone;Hydroxyquinone; o-Hydroxyquinone

Chemical Property of 2-hydroxy-1,4-benzoquinone

Chemical Property:

• Vapor Pressure: 0.00407mmHg at 25°C
• Melting Point: 128 °C(Solv: benzene (71-43-2))
• Boiling Point: 247.8°Cat760mmHg
• PKA: 2.90±0.30(Predicted)
• Flash Point: 118°C
• PSA: 54.37000
• Density: 1.531g/cm³
• LogP: 0.13630
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 124.016043985
• Heavy Atom Count: 9
• Complexity: 223

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=O)C(=CC1=O)O

Technology Process of 2-hydroxy-1,4-benzoquinone

There total 31 articles about 2-hydroxy-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: 49.0%

1,2,4-Trihydroxybenzene (533-73-3) → hydroxyquinone (2474-72-8)

Guidance literature:

With 48% Ag₂CO₃ on celite; In toluene; for 0.25h; Inert atmosphere; Reflux;

DOI:10.3987/COM-21-14420

Reference yield: 35.0%

3,4-Dihydroxybenzoic acid (99-50-3) → hydroxyquinone (2474-72-8) + 1,2,4-Trihydroxybenzene (533-73-3)

Guidance literature:

With air; methylene blue; In methanol; for 12h; Product distribution; Mechanism; Irradiation;

Reference yield: 35.0%

4-hydroxysalicylic acid (89-86-1) → hydroxyquinone (2474-72-8) + 1,2,4-Trihydroxybenzene (533-73-3)

Guidance literature:

With air; methylene blue; In methanol; for 12h; Product distribution; Mechanism; Irradiation;

upstream raw materials:

1,2,4-Trihydroxybenzene

hydroquinone

p-benzoquinone

5-hydroxymethyl-2-furfuraldehyde

Downstream raw materials:

resazurin

1,2,4-Trihydroxybenzene

2-hydroxyphenazine

5-anilino-2-hydroxy-1,4-benzoquinone

Refernces

• 1、 Hayes, Robert P.,Lewis, Kevin M.,Xun, Luying,Kang, Chul Hee. "Catalytic mechanism of 5-chlorohydroxyhydroquinone dehydrochlorinase from the YCII superfamily of largely unknown function". . p. 28447 - 28456. Retrieved 2013.
• 2、 Kohatsu, Haruki,Kamo, Shogo,Hosokai, Takuya,Kamisuki, Shinji,Machida, Yutaro,Kobayashi, Ryota,Kawasaki, Tsuneomi,Ohgane, Kenji,Kuramochi, Kouji. "Synthesis, photochemical properties, and cytotoxicity of 10-alkylphenazin-2(10H)-ones". . p. 871 - 885. Retrieved 2021/05/19.
• 3、 Ahmad, Sohail,Gautam, Renu,Singhal, Anchal,Chauhan. "Significant effect of 5,10,15,20-meso-tetraarylporphyrinatoiron(III) chloride/triflate and acidic/neutral/basic imidazolium ionic liquids in catalytic oxidation of phenols". . p. 292 - 303. Retrieved 2018/04/10.