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Merck
CN

126632

1,2-Dinitrobenzene

97%

Synonym(s):

o-Dinitrobenzene

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About This Item

Linear Formula:
C6H4(NO2)2
CAS Number:
528-29-0
Molecular Weight:
168.11
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24847736
EC Number:
208-431-8
Beilstein/REAXYS Number:
642224
MDL number:
MFCD00007093
Assay:
97%
Form:
solid

Key Documents

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Product Name

1,2-Dinitrobenzene, 97%

InChI key

IZUKQUVSCNEFMJ-UHFFFAOYSA-N

InChI

1S/C6H4N2O4/c9-7(10)5-3-1-2-4-6(5)8(11)12/h1-4H

SMILES string

[O-][N+](=O)c1ccccc1[N+]([O-])=O

assay

97%

form

solid

bp

319 °C/773 mmHg (lit.)

mp

114-117 °C (lit.)

functional group

nitro

Quality Level

100

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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).

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.

signalword

Danger

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

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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Certificates of Analysis (COA)

Lot/Batch Number
SDBB5390
SDBB4935
STBL3632
STBL1706
STBK9056

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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
T Hirayama et al.
Mutation research, 191(2), 73-78 (1987-06-01)
3,4-Dinitrobiphenyl derivatives were mutagenic in Salmonella typhimurium TA98, TA98/1,8-DNP6 and in TA98NR. We describe here the specific reactivity of 3,4-dinitrobiphenyl derivatives with diluted sodium hydroxide solution and the determination of the amounts of released nitrous ion. 3,4-Dinitrobiphenyl derivatives begin to
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
A L Wu et al.
The Journal of biological chemistry, 271(6), 2914-2920 (1996-02-09)
Glutathione-dependent detoxification reactions are catalyzed by the enzyme glutathione S-transferase and are important in drug resistance in organisms ranging from bacteria to humans. The yeast Issatchenkia orientalis expresses a glutathione S-transferase (GST) protein that is induced when the GST substrate
G V Gonzalez-Stawinski et al.
Clinical immunology (Orlando, Fla.), 98(2), 175-179 (2001-02-13)
Blocking the elicited humoral immune response has proven useful in treating individuals with autoimmune disorders or those who are at risk of developing antibodies which might be pathologic, e.g., transplant patients. Unfortunately, humoral immunity has evaded efforts at ablation and
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