2,5-Dibromo-1,4-benzoquinone

Base Information

• Chemical Name: 2,5-Dibromo-1,4-benzoquinone
• CAS No.: 1633-14-3
• Molecular Formula: C6H2 Br2 O2
• Molecular Weight: 265.889
• Hs Code.: 2914700090
• European Community (EC) Number: 621-144-6
• DSSTox Substance ID: DTXSID90337493
• Nikkaji Number: J80.268I
• Wikidata: Q82105328
• Mol file: 1633-14-3.mol

Synonyms:2,5-Dibromo-1,4-benzoquinone;1633-14-3;2,5-dibromocyclohexa-2,5-diene-1,4-dione;2,5-Cyclohexadiene-1,4-dione, 2,5-dibromo-;2,5-Dibromobenzoquinone;2,5-Dibromo-p-benzoquinone;Cyto8E3;2,5-Dibromo-p-quinone;SCHEMBL299196;2,5-dibrom-1,4-benzochinon;p-Benzoquinone, 2,5-dibromo-;KNPAQJBQOIAPBP-UHFFFAOYSA-;DTXSID90337493;2,5-Dibromobenzo-1,4-quinone #;CCG-54680;MFCD00156859;AKOS005203318;2,5-DIBROMO-(1,4)BENZOQUINONE;AS-65402;2,5-Dibromo-1,4-benzoquinone, >/=98%;CS-0120615;D2249;FT-0723268;T70376;SR-01000643764-1

Chemical Property of 2,5-Dibromo-1,4-benzoquinone

Chemical Property:

• Melting Point: 193 °C
• Boiling Point: 277.3±40.0 °C(Predicted)
• Flash Point: 115.2oC
• PSA: 34.14000
• Density: 2.400±0.06 g/cm3(Predicted)
• LogP: 1.69580
• Storage Temp.: 2-8°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 265.84011
• Heavy Atom Count: 10
• Complexity: 235

Purity/Quality:

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

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2,5-Dibromo-1,4-benzoquinone

There total 24 articles about 2,5-Dibromo-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: 98.0%

2,5-dibromohydroquinone (14753-51-6) → 2,5-dibromo-1,4-benzoquinone (1633-14-3)

Guidance literature:

With oxygen; In toluene; at 25 ℃; for 3h; under 760.051 Torr;

DOI:10.1002/adsc.200900347

Reference yield: 97.0%

1,4-dibromo-2,5-dimethoxybenzene (2674-34-2) → 2,5-dibromo-1,4-benzoquinone (1633-14-3)

Guidance literature:

With ammonium cerium(IV) nitrate; In water; acetonitrile; at 20 - 100 ℃; for 0.5h;

DOI:10.1081/SCC-120013751

Reference yield: 50.0%

hydroquinone (123-31-9,8027-02-9) → 2,5-dibromo-1,4-benzoquinone (1633-14-3)

Guidance literature:

With N-Bromosuccinimide; In solid; for 0.833333h;

upstream raw materials:

1,4-dibromo-2,5-dimethoxybenzene

2,5-dibromohydroquinone

2,5-dibromo-1,4-phenylenediamine

4-amino-2,5-dibromo-phenol

Downstream raw materials:

2,5-dibromo-3,6-bis-(3,5-dimethyl-pyrrol-2-yl)-hydroquinone

2,3,5,6-tetrabromohydroquinone

2,3,5-tribromo-1,4-dihydroxybenzene

bromanilic acid

Refernces

• 1、 Yu, Duyi,Mattern, Daniell Lewis. "Convenient preparations of the three 2,3-dihalo-1,4-benzoquinones". . p. 821 - 825. Retrieved 1999.
• 2、 Gl?cklhofer, Florian,Lumpi, Daniel,St?ger, Berthold,Fr?hlich, Johannes. "Multigram synthesis of bis[(trimethylsilyl)ethynyl]benzenes suitable for post-polymerization modification". supporting information. p. 2229 - 2232. Retrieved 2014/06/09.
• 3、 -. "BENZOFURAN-4,5-DIONES AS SELECTIVE PEPTIDE DEFORMYLASE INHIBITORS". Page/Page column 111; 113. . Retrieved 2010/11/18.