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MilliporeSigma

102369

Sigma-Aldrich

1,4-Dinitrobenzene

98%

Sinónimos:

p-dinitrobenzene, para-Dinitrobenzene

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About This Item

Fórmula lineal:
C6H4(NO2)2
Número de CAS:
Peso molecular:
168.11
Beilstein/REAXYS Number:
1105828
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

98%

bp

183.4 °C/34 mmHg (lit.)

mp

170-173 °C (lit.)

solubility

alcohol: soluble 1g in 300ml
boiling water: soluble 1g in 555ml
cold water: soluble 1g in 12,500ml
benzene: very slightly soluble
chloroform: very slightly soluble
ethyl acetate: very slightly soluble

density

1.625 g/mL at 25 °C (lit.)

SMILES string

[O-][N+](=O)c1ccc(cc1)[N+]([O-])=O

InChI

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

InChI key

FYFDQJRXFWGIBS-UHFFFAOYSA-N

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General description

Dinitrobenzene is commonly used in industrial explosives containing ammonium nitrate. 1,4-Dinitrobenzene forms negative molecular ion M-· by electron capture or charge exchange.

Application

1,4-Dinitrobenzene was used in a study to evaluate the ionization mechanism and solvent effect by novel atmospheric pressure photoionization mass spectrometry in negative ion mode for analysis of some compounds. 1,4-Dinitrobenzene can be used in synthesis of dyes and dye intermediates.

Preparation Note

One gram of 1,4-Dinitrobenzene dissolves in 12,500 ml cold water, 555 ml boiling water and 300 ml alcohol.

signalword

Danger

Hazard Classifications

Acute Tox. 1 Dermal - Acute Tox. 1 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_germany

WGK 3

flash_point_f

302.0 °F - closed cup

flash_point_c

150 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


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Polymer sensors for nitroaromatic explosives detection.
Toal SJ and Trogler WC.
Journal of Materials Chemistry, 16(28), 2871-2883 (2006)
Tiina J Kauppila et al.
Journal of the American Society for Mass Spectrometry, 15(2), 203-211 (2004-02-10)
The ionization mechanism in the novel atmospheric pressure photoionization mass spectrometry (APPI-MS) in negative ion mode was studied thoroughly by the analysis of seven compounds in 17 solvent systems. The compounds possessed either gas-phase acidity or positive electron affinity, whereas
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Yanyan Zhao et al.
Se pu = Chinese journal of chromatography, 29(9), 885-889 (2012-01-12)
A set of 14 model compounds were selected to evaluate the retention properties of two silica-based cyclodextrin (CD) bonded stationary phases with different spacers (Click Alkyl-CD and Click OEG-CD) under reversed-phase liquid chromatographic (RPLC) mode. The gradient calculation method and
Silvia M Barolo et al.
The Journal of organic chemistry, 71(22), 8493-8499 (2006-10-27)
The photostimulated intramolecular ortho-arylation reactions of bromoarenes linked with pendant phenoxy containing N-substituted tetrahydroisoquinolines in liquid ammonia afforded aporphine (54-82% yield) alkaloid derivatives via SRN1 reactions. This strategy was extended for the first time to the synthesis of a homoaporphine

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