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103578

Sigma-Aldrich

4-Nitrodiphenylamine

99%

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Linear Formula:
C6H5NHC6H4NO2
CAS Number:
Molecular Weight:
214.22
EC Number:
MDL number:
UNSPSC Code:
12352100
eCl@ss:
39032032
PubChem Substance ID:
NACRES:
NA.22

Assay

99%

form

solid

mp

132-135 °C (lit.)

SMILES string

[O-][N+](=O)c1ccc(Nc2ccccc2)cc1

InChI

1S/C12H10N2O2/c15-14(16)12-8-6-11(7-9-12)13-10-4-2-1-3-5-10/h1-9,13H

InChI key

XXYMSQQCBUKFHE-UHFFFAOYSA-N

Related Categories

General description

4-Nitrodiphenylamine undergoes heterogeneous catalytic transfer hydrogenation to form p-phenylenediamines. 4-Nitrodiphenylamine is used as stabilizer for propellants and explosives.

Application

4-Nitrodiphenylamine was used to study reduction of nitrated diphenylamine derivatives in sediment water batch enrichments and dense cell suspensions of anaerobic, aromatic-compound-mineralizing pure bacterial cultures.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Heterogeneous catalytic transfer hydrogenation of 4-nitrodiphenylamine to p-phenylenediamines.
Banerjee AA and Mukesh D.
Journal of the Chemical Society. Chemical Communications, 18, 1275-1276 (1988)
Anne-Laure Gassner et al.
Science & justice : journal of the Forensic Science Society, 60(2), 136-144 (2020-03-01)
The present study investigated the organic gunshot residue (OGSR) background level of police vehicles in Switzerland. Specimens from 64 vehicles belonging to two regional police services were collected and analysed by LC-MS in positive mode. The driver's and back seats
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
Anne-Laure Gassner et al.
Science & justice : journal of the Forensic Science Society, 59(1), 58-66 (2019-01-19)
The present study aimed at providing data to assess the secondary transfer of organic gunshot residues (OGSR). Three scenarios were evaluated in controlled conditions, namely displacing a firearm from point A to point B, a simple handshake and an arrest
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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