2,6-Dibromo-p-benzoquinone

Base Information

• Chemical Name: 2,6-Dibromo-p-benzoquinone
• CAS No.: 19643-45-9
• Molecular Formula: C6H2 Br2 O2
• Molecular Weight: 265.889
• Hs Code.: 2914700090
• European Community (EC) Number: 243-199-1
• NSC Number: 294731
• UNII: XJ6G477JMP
• DSSTox Substance ID: DTXSID90173313
• Nikkaji Number: J82.883A
• Wikidata: Q83043369
• ChEMBL ID: CHEMBL1989910
• Mol file: 19643-45-9.mol

Synonyms:2,6-dibromobenzoquinone

Chemical Property of 2,6-Dibromo-p-benzoquinone

Chemical Property:

• Vapor Pressure: 0.00457mmHg at 25°C
• Melting Point: 131-132 °C
• Boiling Point: 277.3°Cat760mmHg
• Flash Point: 115.2°C
• PSA: 34.14000
• Density: 2.4g/cm³
• LogP: 1.69580
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 265.84011
• Heavy Atom Count: 10
• Complexity: 239

Purity/Quality:

99%, ^*data from raw suppliers

2,6-Dibromoquinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=O)C(=CC1=O)Br)Br
• Uses: 2,6-Dibromoquinone is a reagent used in the preparation of halodiphenyl ether derivatives which has human aldose reductase inhibitor.

Technology Process of 2,6-Dibromo-p-benzoquinone

There total 45 articles about 2,6-Dibromo-p-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: 88.0%

2,6-dibromohydroquinone (3333-25-3) → 2,6-dibromo-1,4-benzoquinone (19643-45-9)

Guidance literature:

With ammonium cerium(IV) nitrate; In solid; for 2h;

DOI:10.1016/S0040-4020(01)80510-X

Reference yield: 87.0%

2,4,6-tribromophenol (118-79-6) → 2,6-dibromo-1,4-benzoquinone (19643-45-9)

Guidance literature:

With perchloric acid; lead dioxide; In acetic acid; at 25 ℃;

DOI:10.1055/s-1998-2118

Reference yield: 80.0%

3,5-dibromo-4-hydroxybenzyl alcohol (2316-62-3) → 2,6-dibromo-1,4-benzoquinone (19643-45-9)

Guidance literature:

With potassiuim nitrosodisulfonate; In chloroform; for 3h;

DOI:10.1016/S0040-4039(00)85150-3

upstream raw materials:

4-Diazo-2,6-dibromo-2,5-cyclohexadienone

2,6-dibromo-4-fluorophenol

2,4,4,6-Tetrabromo-2,5-cyclohexadien-1-one

2,6-dibromoaniline

Downstream raw materials:

2,6-dibromo-[1,4]benzoquinone-4-benzhydrylidenehydrazone

2,6-Dibrom-1,4-benzochinon-4-chlorimin

2,6-dibromohydroquinone

2,6-dibromo-4-nitrosophenol

Refernces

• 1、 Igarashi, Mami,Zhu, Qianqian,Sasaki, Masahide,Kodama, Ritsu,Oda, Kohki,Fukushima, Masami. "Catalytic oxidation of 2,4,6-tribromophenol using iron(III) complexes with imidazole, pyrazole, triazine and pyridine ligands". . p. 100 - 106. Retrieved 2016.
• 2、 Coombs, Gavin,Sak, Marcus H.,Miller, Scott J.. "Peptide-Catalyzed Fragment Couplings that Form Axially Chiral Non-C2-Symmetric Biaryls". supporting information. p. 2875 - 2880. Retrieved 2020/01/24.
• 3、 Ungati, Harinarayana,Govindaraj, Vijayakumar,Nair, Chithra R.,Mugesh, Govindasamy. "Halogen-Mediated Membrane Transport: An Efficient Strategy for the Enhancement of Cellular Uptake of Synthetic Molecules". . p. 3391 - 3399. Retrieved 2019/02/13.