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About This Item
Linear Formula:
BrC6H3(F)NO2
CAS Number:
Molecular Weight:
220.00
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
Quality Level
assay
96%
refractive index
n20/D 1.575 (lit.)
bp
240-241 °C (lit.)
mp
18-19 °C (lit.)
density
1.786 g/mL at 25 °C (lit.)
SMILES string
[O-][N+](=O)c1cc(Br)ccc1F
InChI
1S/C6H3BrFNO2/c7-4-1-2-5(8)6(3-4)9(10)11/h1-3H
InChI key
UQEANKGXXSENNF-UHFFFAOYSA-N
General description
4-Bromo-1-fluoro-2-nitrobenzene undergoes Sonogashira reaction with 2-fluoronitrobenzene to afford predominantly the bromo displacement product.
Application
4-Bromo-1-fluoro-2-nitrobenzene may be used in the synthesis of:
- 6-bromo-1H-benzo[d][1,2,3]triazol-1-ol
- 2-(4-bromo-2-nitrophenylamino)-5-methylthiophene-3-carbonitrile
- dibenzoxazepine analog, as potent sodium channel blocker
- 4-(4-bromo-2-nitrophenyl)piperazine-1-carboxylic acid tert-butylester
Used in the synthesis of anti-inflammatory agents.
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves
Certificates of Analysis (COA)
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Katie M Lutker et al.
Crystal growth & design, 8(1), 136-139 (2008-01-01)
Bis(5-methyl-2-[(2-nitrophenyl)amino]-3-thiophenecarbonitrilyl)acetylene, a derivative of the highly polymorphic compound 5-methyl-2-[(2-nitrophenyl)amino]-3-thiophenecarbonitrile (ROY) that possesses two chromophores electronically coupled through a triple bond, was found to be trimorphic. Structural data for two of these forms indicates that symmetry is maintained in one structure
Patrick L DeRoy et al.
Organic letters, 9(14), 2741-2743 (2007-06-08)
The nucleophilic aromatic substitution reaction between electron-deficient aryl fluorides and terminal alkynes is shown to be efficiently promoted by sodium bis(trimethylsilyl)amide as a base. Moderate to excellent yields of 2-ethynylnitrobenzene products can be obtained under mild conditions.
Erik Rytter Ottosen et al.
Journal of medicinal chemistry, 46(26), 5651-5662 (2003-12-12)
We wish to report the synthesis and structure-activity relationship (SAR) of a series of 4-aminobenzophenones, as a novel compound class with high antiinflammatory activity. Our initial lead, (4-[(2-aminophenyl)amino]phenyl)(phenyl)methanone (3), was systematically optimized and resulted in compounds that potently inhibited the
Stephen M Lynch et al.
Bioorganic & medicinal chemistry letters, 25(1), 43-47 (2014-12-04)
We have identified two related series of dibenzazepine and dibenzoxazepine sodium channel blockers, which showed good potency on Nav1.7 in FLIPR-based and electrophysiological functional assays.
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As a first trial for in vivo imaging of β-secretase (BACE1) in Alzheimer's disease brain, we applied a novel non-peptidergic small molecule which has high affinity to the enzyme, naphthalene-1-carboxylic acid (3'-chloro-4'-fluoro-4-piperazin-1-yl-biphenyl-3-yl)amide (NCFB) into positron emission tomography (PET) probe. In
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