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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.)

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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