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117994

Sigma-Aldrich

2,4-Dinitrodiphenylamine

98%

Synonym(s):

2,4-Dinitro-N-phenylaniline

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About This Item

Linear Formula:
(O2N)2C6H3NHC6H5
CAS Number:
961-68-2
Molecular Weight:
259.22
Beilstein/REAXYS Number:
8588595
EC Number:
213-508-4
MDL number:
MFCD00007223
UNSPSC Code:
12352100
PubChem Substance ID:
24847354

assay

98%

mp

159-161 °C (lit.)

solubility

acetone: soluble 25 mg/mL, clear, orange to red

SMILES string

[O-][N+](=O)c1ccc(Nc2ccccc2)c(c1)[N+]([O-])=O

InChI

1S/C12H9N3O4/c16-14(17)10-6-7-11(12(8-10)15(18)19)13-9-4-2-1-3-5-9/h1-8,13H

InChI key

RHTVQEPJVKUMPI-UHFFFAOYSA-N

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General description

2,4-Dinitrodiphenylamine forms an efficient anionic chromogenic chemosensor[1]. It was anaerobically metabolized in sediment-water batch enrichments inoculated with mud from the German North Sea coast[2].

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBC9384V
STBC7938V
STBC5958V
STBC3568V
STBB6583V

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Vanderléia Gava Marini et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 75(2), 799-806 (2010-01-01)
Solutions of 2,4-dinitrodiphenylamine (1) in dimethylsulfoxide (DMSO) are colorless but upon deprotonation they become red. Addition of various anionic species (HSO(4)(-), H(2)PO(4)(-), NO(3)(-), CN(-), CH(3)COO(-), F(-), Cl(-), Br(-), and I(-)) to solutions of 1 revealed that only CN(-), F(-), CH(3)COO(-)
Djaafar Siddiq Karahacane et al.
Forensic science international, 301, 129-136 (2019-06-04)
The detection and analysis of gunshot residues expelled during the discharge of the weapon play a potential role in criminal investigations. In this work, organic gunshot residues produced by using automatic rifle Kalashnikov caliber: 7.62×39mm and semi-automatic pistol Makarov caliber:
O Drzyzga et al.
Applied and environmental microbiology, 61(9), 3282-3287 (1995-09-01)
2-Nitrodiphenylamine, 4-nitrodiphenylamine, and 2,4-dinitrodiphenylamine were anaerobically metabolized in sediment-water batch enrichments inoculated with mud from the German North Sea coast. The first intermediate in 2,4-dinitrodiphenylamine degradation was 2-amino-4-nitrodiphenylamine, which appeared in large (nearly stoichiometric) amounts before being completely reduced to
Kristen L Reese et al.
Forensic science international, 272, 16-27 (2017-01-16)
This work demonstrates a non-targeted mass spectrometry approach for identification of organic compounds in smokeless powders. Unburned powders were removed from various commercial ammunitions of different brand, primer composition, caliber, and age. The unburned powders and corresponding fired residues were
Zuriñe Abrego et al.
The Analyst, 139(23), 6232-6241 (2014-10-11)
A method based on scanning laser ablation and inductively coupled plasma-mass spectrometry (SLA-ICPMS) and Raman micro-spectroscopy for the detection and identification of compounds consistent with gunshot residue particles (GSR) has been developed. The method has been applied to the characterization

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