126632
1,2-Dinitrobenzene
97%
Synonym(s):
o-Dinitrobenzene
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About This Item
Linear Formula:
C6H4(NO2)2
CAS Number:
Molecular Weight:
168.11
Beilstein:
642224
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Quality Level
Assay
97%
form
solid
bp
319 °C/773 mmHg (lit.)
mp
114-117 °C (lit.)
functional group
nitro
SMILES string
[O-][N+](=O)c1ccccc1[N+]([O-])=O
InChI
1S/C6H4N2O4/c9-7(10)5-3-1-2-4-6(5)8(11)12/h1-4H
InChI key
IZUKQUVSCNEFMJ-UHFFFAOYSA-N
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General description
1,2-Dinitrobenzene (o-Dinitrobenzene) is one of the nitroaromatic compounds present in urine which has been studied using gas chromatography-mass spectrometry-selected ion monitoring methods†. The electrochemistry of 1,2-dinitrobenzene (o-Dinitrobenzene) is strongly affected by 1,3-diphenylurea.
Application
- A highly divergent Pictet-Spengler approach for pyrrolo quinoxalines from aryl amine using 1,2-dinitrobenzene as an oxidant: Discusses the utility of 1,2-dinitrobenzene as an oxidant in organic synthesis, relevant for developing novel pharmaceuticals (Pardeshi et al., 2019).
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 1 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - STOT RE 2
Storage Class Code
6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
WGK
WGK 3
Flash Point(F)
302.0 °F - closed cup
Flash Point(C)
150 °C - closed cup
Regulatory Information
非剧毒-急性毒性1
危险化学品
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Cindy Chan-Leonor et al.
The Journal of organic chemistry, 70(26), 10817-10822 (2005-12-17)
[reaction: see text] The electrochemistry of 1,2-dinitrobenzene (1,2-DNB), 1,3-dinitrobenzene (1,3-DNB), and 1,4-dinitrobenzene (1,4-DNB) is strongly affected by the presence of 1,3-diphenylurea. In DMF, the second reduction potential of all three DNBs shifts substantially positive in the presence of the urea
A Maroziene et al.
Zeitschrift fur Naturforschung. C, Journal of biosciences, 56(11-12), 1157-1163 (2002-02-12)
We have examined the structure-activity relationships in methemoglobin (MetHb) formation by high explosives 2,4,6-trinitrotoluene (TNT), 2,4,6-trinitrophenyl-N-nitramine (tetryl) and 2,4,6-trinitrophenyl-N-nitraminoethylnitrate (pentryl), and a number of model nitrobenzenes. In lysed human erythrocytes the rate constants of oxyhemoglobin (OxyHb) oxidation increased with an
Amelie Lupp et al.
Experimental and toxicologic pathology : official journal of the Gesellschaft fur Toxikologische Pathologie, 55(2-3), 107-119 (2003-11-19)
The aim of the present study was to characterise developmental changes in glutathione S-transferase (GST) isoforms expression and in glutathione conjugation capacity in intrasplenic liver tissue transplants. For this purpose, syngenic fetal liver tissue suspensions were transplanted into the spleens
Young-Wook Cho et al.
Biochimica et biophysica acta, 1574(3), 399-402 (2002-05-09)
A second glutathione S-transferase gene (GST II) was isolated from the chromosomal DNA of the fission yeast Schizosaccharomyces pombe. The nucleotide sequence determined contains 1908 bp including an open reading frame of 230 amino acids that would encode a protein
K Asaoka et al.
Journal of biochemistry, 94(5), 1685-1688 (1983-11-01)
Conditions have been examined for the use of o-dinitrobenzene as a substrate for colorimetric assay of glutathione S-transferases. Activities can be determined by measuring nitrite released enzymatically from the substrate using a diazo-coupling method with N-(1-naphthyl)ethylenediamine dihydrochloride and sulfanilamide. The
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