1,2-Dibromobenzene

Base Information

• Chemical Name: 1,2-Dibromobenzene
• CAS No.: 583-53-9
• Molecular Formula: C6H4Br2
• Molecular Weight: 235.906
• Hs Code.: 2903.69
• European Community (EC) Number: 247-544-7,209-507-3
• NSC Number: 60643
• UN Number: 2711
• UNII: 52K9W7U6EH
• DSSTox Substance ID: DTXSID0022064
• Nikkaji Number: J1.633K
• Wikipedia: 1,2-Dibromobenzene
• Wikidata: Q27117050
• Metabolomics Workbench ID: 55542
• ChEMBL ID: CHEMBL1797135
• Mol file: 583-53-9.mol

Synonyms:1,2-dibromobenzene;o-dibromobenzene;ortho-dibromobenzene

Chemical Property of 1,2-Dibromobenzene

Chemical Property:

• Appearance/Colour: Clear colourless to light yellow liquid
• Vapor Pressure: 0.129mmHg at 25°C
• Melting Point: 4-6 °C(lit.)
• Refractive Index: n20/D 1.611(lit.)
• Boiling Point: 225.421 °C at 760 mmHg
• Flash Point: 95.5 °C
• PSA: 0.00000
• Density: 1.936 g/cm³
• LogP: 3.21160
• Storage Temp.: Store at
• Solubility.: 0.075g/l
• Water Solubility.: Insoluble
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 235.86593
• Heavy Atom Count: 8
• Complexity: 62.9

Purity/Quality:

99% ^*data from raw suppliers

1,2-Dibromobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Solvents -> Brominated Solvents
• Canonical SMILES: C1=CC=C(C(=C1)Br)Br
• Uses: 1,2-Dibromobenzene is used as a precursor in the preparation of 3-(2-bromophenylthio)-4H-[1]benzopyran-4-one using copper as a reagent. It is involved in the preparation of isoindoloquinazolinones by the carbonylation reaction with 2-aminobenzyl amine using palladium as the catalyst.

Technology Process of 1,2-Dibromobenzene

There total 57 articles about 1,2-Dibromobenzene 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%

2-bromobenzoic-acid (88-65-3) → 2,3-dibromobenzene (583-53-9)

Guidance literature:

With dibromoisocyanuric acid; In dichloromethane; at 20 ℃; for 24h; Reagent/catalyst; Solvent; Temperature; UV-irradiation;

Reference yield: 81.0%

3,4-dibromoaniline (615-55-4) → 2,3-dibromobenzene (583-53-9)

Guidance literature:

3,4-dibromoaniline; With hydrogenchloride; In diethyl ether; water; for 0.0833333h;

With hydrogenchloride; sodium nitrite; In water; at 0 ℃; for 0.5h;

With hypophosphorous acid; In water; at 4 - 25 ℃; for 72h;

DOI:10.1002/ejoc.201001217

Reference yield: 72.0%

bromobenzene (108-86-1,52753-63-6) → 1.4-dibromobenzene (106-37-6) + 2,3-dibromobenzene (583-53-9)

Guidance literature:

With PyHBrCl₂; iron(III) chloride; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1055/s-2002-19794

upstream raw materials:

1,2-dibromobenzene-4-sulfonic acid

1,2-Dinitrobenzene

2-bromoaniline

benzene

Downstream raw materials:

(2-bromophenyl)diphenylphosphane

1-(diethylphosphino)-2-bromobenzene

2,2′,2''-tribromotriphenylamine

2-bromo-1-(methylsulfanyl)benzene

Refernces

• 1、 Kitazawa, Yu,Takita, Ryo,Yoshida, Kengo,Muranaka, Atsuya,Matsubara, Seijiro,Uchiyama, Masanobu. ""naked" Lithium Cation: Strongly Activated Metal Cations Facilitated by Carborane Anions". . p. 1931 - 1935. Retrieved 2017/02/26.
• 2、 Sobolev, Vasily I.,Filimonov, Victor D.,Ostvald, Roman V.,Radchenko, Vyacheslav B.,Zherin, Ivan I.. "Reactivity of alkali and alkaline earth metal tetrafluorobromates towards aromatic compounds and pyridine". . p. 120 - 123. Retrieved 2016/11/17.