640441
4-Bromo-1,2-diaminobenzene
97%
Synonym(s):
4-Bromo-2-aminoaniline, 4-Bromo-o-phenylenediamine
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About This Item
Empirical Formula (Hill Notation):
C6H7BrN2
CAS Number:
Molecular Weight:
187.04
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Quality Level
Assay
97%
form
solid
mp
65-69 °C (dec.) (lit.)
SMILES string
Nc1ccc(Br)cc1N
InChI
1S/C6H7BrN2/c7-4-1-2-5(8)6(9)3-4/h1-3H,8-9H2
InChI key
WIHHVKUARKTSBU-UHFFFAOYSA-N
Related Categories
General description
4-Bromo-1,2-diaminobenzene can be obtained from 1,2-diaminobenzene via acetylation followed by bromination and alkaline hydrolysis.
4-Bromo-1,2-diaminobenzene is used as a precursor in the production of tetra-dentate unsymmetrical Schiff base.
4-Bromo-1,2-diaminobenzene is used as a precursor in the production of tetra-dentate unsymmetrical Schiff base.
Application
4-Bromo-1,2-diaminobenzene can be used as a precursor for preparing fluorescent dipolar quinoxaline derivatives, which can find applications as potential emissive and electron-transport materials. It can also be used in the synthesis of 6-bromo-2-methylbenzimidazole.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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"A PdII Complex Bearing a Benzimidazole-Derived Ligand with Potentially ?Mesoionic and Remote? Character and Its Catalytic Activity"
Huynh VH, et al.
European Journal of Organic Chemistry, 2013(26), 4654-4661 (2013)
"The synthesis and characterization of novel dipolar fluorescent materials based on a quinoxaline core"
Wang H, et al.
Dyes and Pigments, 83(03), 269-275 (2009)
"Guanidine chemistry"
Ishikawa T, et al.
Chemical & Pharmaceutical Bulletin, 58(12), 1555-1564 (2010)
Erin Wachter et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 22(2), 550-559 (2015-11-13)
Recognition and regulation of G-quadruplex nucleic acid structures is an important goal for the development of chemical tools and medicinal agents. The addition of a bromo-substituent to the dipyridylphenazine (dppz) ligands in the photophysical "light switch", [Ru(bpy)2 dppz](2+) , and
2, 2?-[5-Bromo-o-phenylenebis (nitrilomethylidyne)] diphenol
Gao J and Cheng Y
Acta Crystallographica Section E, Structure Reports Online, 65(5), o979-o979 (2009)
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