1,2-Benzoquinone

Base Information

• Chemical Name: 1,2-Benzoquinone
• CAS No.: 583-63-1
• Deprecated CAS: 526209-93-8
• Molecular Formula: C6H4 O2
• Molecular Weight: 108.097
• European Community (EC) Number: 812-469-6
• UNII: SVD1LJ47R7
• DSSTox Substance ID: DTXSID60894765
• Nikkaji Number: J7.445D,J3.332.157K
• Wikipedia: 1,2-Benzoquinone,Orthobenzoquinone
• Wikidata: Q402601
• Metabolomics Workbench ID: 41855
• Mol file: 583-63-1.mol

Synonyms:1,2-benzoquinone;2-benzoquinone;o-benzoquinone

Chemical Property of 1,2-Benzoquinone

Chemical Property:

• Melting Point: 65°C (rough estimate)
• Refractive Index: 1.5017 (estimate)
• Boiling Point: 213.3°Cat760mmHg
• Flash Point: 76.4°C
• PSA: 34.14000
• Density: 1.256g/cm³
• LogP: 0.25060
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 108.021129366
• Heavy Atom Count: 8
• Complexity: 165

Purity/Quality:

99% ^*data from raw suppliers

1,2-BENZOQUINONE 95.00% ^*data from reagent suppliers

Safty Information:

• Safety Statements: A poison. Mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes.:

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1,2-Benzoquinone

There total 59 articles about 1,2-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: 95.0%

1,2-diamino-benzene (95-54-5) → ortoquinone (583-63-1)

Guidance literature:

With sodium hypochlorite; Dowex 1X₈-200 - chloride form; In dichloromethane; for 2.5h;

DOI:10.1039/a905598c

Reference yield: 93.0%

2-methoxy-phenol (90-05-1) → ortoquinone (583-63-1)

Guidance literature:

With potassium hydroxide; lithium perchlorate; In water; acetonitrile; at 0 ℃; anodic oxidation at Pt electrode;

Reference yield: 91.0%

2-amino-phenol (95-55-6) → ortoquinone (583-63-1)

Guidance literature:

With sodium hypochlorite; Dowex 1X₈-200 - chloride form; In ethyl acetate; for 2.5h;

DOI:10.1039/a905598c

upstream raw materials:

1-Ethynylcyclohexan-1-ol

2-methoxy-phenol

phenol

benzo[1,4]dioxine

Downstream raw materials:

(E)-2-(phenyldiazenyl)phenyl benzoate

cis,cis-Muconic acid

4-chloro-1,2-benzenediol

3-Chlorocatechol

Refernces

• 1、 Cabaj, Joanna,Spychalska, Kamila,Zaj?c, Dorota. "Electrochemical biosensor for detection of 17β-estradiol using semi-conducting polymer and horseradish peroxidase". . p. 9079 - 9087. Retrieved 2020.
• 2、 Ball,Clark. "-". . p. 347,349. Retrieved 1931.
• 3、 Alijanianzadeh, Mahdi,Saboury, Ali Akbar,Hadi-Alijanvanda, Hamid,Moosavi-Movahedia, Ali Akbar,Ganjali, Mohammad Reza. "Inhibition of mushroom tyrosinase by a newly synthesized ligand: Inhibition kinetics and computational simulations". . p. 448 - 459,12. Retrieved 2012.
• 4、 Tang, Alexander,Bell, Jeffrey G.,Green, James R.,Wang, Jichang. "Complex Nonlinear Behavior in the Bromate–2-Aminophenol Reaction". . p. 21 - 27. Retrieved 2017.
• 5、 Fattahi, Alireza,Kass, Steven R.,Liebman, Joel F.,Matos, M. Agostinha R.,Miranda, Margarida S.,Morais, Victor M. F.. "The enthalpies of formation of o-, m-, and p-benzoquinone: Gas-phase ion energetics, combustion calorimetry, and quantum chemical computations combined". . p. 6116 - 6122. Retrieved 2005.
• 6、 Dettori, Maria Antonietta,Fabbri, Davide,Dessì, Alessandro,Dallocchio, Roberto,Carta, Paola,Honisch, Claudia,Ruzza, Paolo,Farina, Donatella,Migheli, Rossana,Serra, Pier Andrea,Pantaleoni, Roberto A.,Fois, Xenia,Rocchitta, Gaia,Delogu, Giovanna. "Synthesis and studies of the inhibitory effect of hydroxylated phenylpropanoids and biphenols derivatives on tyrosinase and laccase enzymes". . . Retrieved 2020/07/02.