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167150

Sigma-Aldrich

1-Bromo-4-nitrobenzene

99%

Synonym(s):

1-Bromo-4-nitrobenzene, 1-Nitro-4-bromobenzene, 4-Bromo-1-nitrobenzene, 4-Nitro-1-bromobenzene, 4-Nitrobromobenzene, 4-Nitrophenyl bromide, p-Bromonitrobenzene, p-Nitrophenyl bromide

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About This Item

Linear Formula:
BrC6H4NO2
CAS Number:
586-78-7
Molecular Weight:
202.01
Beilstein/REAXYS Number:
636964
EC Number:
209-583-8
MDL number:
MFCD00007280
UNSPSC Code:
12352100
PubChem Substance ID:
24850195
NACRES:
NA.22

Quality Level

200

assay

99%

form

solid

bp

255-256 °C (lit.)

mp

124-126 °C (lit.)

functional group

bromo
nitro

SMILES string

[O-][N+](=O)c1ccc(Br)cc1

InChI

1S/C6H4BrNO2/c7-5-1-3-6(4-2-5)8(9)10/h1-4H

InChI key

ZDFBKZUDCQQKAC-UHFFFAOYSA-N

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General description

Electrochemical reduction of 1-bromo-4-nitrobenzene at zinc microelectrodes in ionic liquid has been investigated by cyclic voltammetry. 1-Bromo-4-nitrobenzene undergoes palladium-catalyzed Stille cross coupling reaction with furan-2-yltributyltin using Dabco(triethylenediamine) as ligand. It reacts with p-cresol to yield 1-methyl-4-(4-nitrophenoxy)benzene.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCJ4188
BCBP3770V
1451718V
1451719V
1451719

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Synthesis of diaryl ethers using an easy-to-prepare, air-stable, soluble copper (I) catalyst.
Gujadhur R and Venkataraman D.
Synthetic Communications, 31(18), 2865-2879 (2001)
Jin-Heng Li et al.
The Journal of organic chemistry, 70(7), 2832-2834 (2005-03-25)
[reaction: see text] An efficient Pd(OAc)2/Dabco-catalyzed Stille cross-coupling reaction procedure has been developed. In the presence of Pd(OAc)2 and Dabco (triethylenediamine), various aryl halides including aryl iodides, aryl bromides, and activated aryl chlorides were coupled efficiently with organotin compounds to
Evgeniy G Gordeev et al.
PloS one, 13(6), e0198370-e0198370 (2018-06-08)
Additive manufacturing with fused deposition modeling (FDM) is currently optimized for a wide range of research and commercial applications. The major disadvantage of FDM-created products is their low quality and structural defects (porosity), which impose an obstacle to utilizing them
Sven Ernst et al.
Physical chemistry chemical physics : PCCP, 16(10), 4478-4482 (2014-01-30)
The electrochemical reduction of 1-bromo-4-nitrobenzene (p-BrC6H4NO2) at zinc microelectrodes in the [C4mPyrr][NTf2] ionic liquid was investigated via cyclic voltammetry. The reduction was found to occur via an EC type mechanism, where p-BrC6H4NO2 is first reduced by one electron, quasi-reversibly, to
Xiao Yan et al.
Physical chemistry chemical physics : PCCP, 22(11), 6222-6230 (2020-03-05)
Unveiling the reaction mechanism is significant for developing high-performance catalysts. In this paper, a series of precisely controlled PdxM147-x (M = Cu, Pt, Au, Rh, Ru) dendrimer encapsulated nanoparticles (DENs) has been successfully synthesized. The mechanisms of PdxM147-x as catalysts
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