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167150

1-Bromo-4-nitrobenzene

Name: 1-Bromo-4-nitrobenzene
Brand: ALDRICH

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

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24850195

EC Number:

209-583-8

Beilstein/REAXYS Number:

636964

MDL number:

MFCD00007280

Assay:

99%

Form:

solid

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Properties

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

Description

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

GHS07

signalword

Warning

hcodes

H302

pcodes

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

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

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

危险化学品

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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)

Improvement of quality of 3D printed objects by elimination of microscopic structural defects in fused deposition modeling.

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

The electrochemical reduction of 1-bromo-4-nitrobenzene at zinc electrodes in a room-temperature ionic liquid: a facile route for the formation of arylzinc compounds.

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

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Global Trade Item Number

SKU	GTIN
167150-5G	04061838749383
167150-25G	04061838749376