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Merck
CN

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
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
97%
Form:
solid
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Quality Level

assay

97%

form

solid

mp

65-69 °C (dec.) (lit.)

functional group

bromo

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

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.

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.


pictograms

Skull and crossbones

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges



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"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)
"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)
"Guanidine chemistry"
Ishikawa T, et al.
Chemical & Pharmaceutical Bulletin, 58(12), 1555-1564 (2010)



Global Trade Item Number

SKUGTIN
640441-5G04061832728759
640441-100G04061832763378
640441-25G04061832728742