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302066

Sigma-Aldrich

1,2-Dinitrobenzene

≥99%

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
Beilstein:
642224
EC Number:
208-431-8
MDL number:
MFCD00007093
UNSPSC Code:
12352100
PubChem Substance ID:
24858229
NACRES:
NA.22

Assay

≥99%

form

solid

bp

319 °C/773 mmHg (lit.)

mp

114-117 °C (lit.)

solubility

chloroform: soluble 5%, clear, yellow-green

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

The electrochemistry of 1,2-dinitrobenzene in the presence of 1,3-diphenylurea was studied.[1] The kinetics of the aromatic nucleophilic substitution reactions of 1,2-dinitrobenzene with butylamine and piperidine were investigated as a function of the amine concentration and temperature.[2]

Application

1,2-Dinitrobenzene was used as internal standard for analysis of the explosives, TNT, RDX, and tetryl in sea water by vapor phase chromatography with the nickel-63 electron capture detector.[3]

Signal Word

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 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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCH6067
MKBW2921V
MKBK2313V
05496PJ
08430MH

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Analysis of explosives in sea water.
Hoffsommer JC and Rosen JM.
Bulletin of Environmental Contamination and Toxicology, 7(2-3), 177-181 (1972)
Comparative kinetic study of solvent effects in the reactions of 1, 2-dinitrobenzene with butylamine and piperidine.
Chiacchiera SM, et al.
Journal of Physical Organic Chemistry, 2(8), 631-645 (1989)
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
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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