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N21200

Sigma-Aldrich

2-Nitro-1,4-phenylenediamine

95%

Synonym(s):

1,4-Diamino-2-nitrobenzene, 2-Nitro-p-phenylenediamine

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About This Item

Linear Formula:
O2NC6H3(NH2)2
CAS Number:
5307-14-2
Molecular Weight:
153.14
Beilstein:
2210195
EC Number:
226-164-5
MDL number:
MFCD00007903
UNSPSC Code:
12352100
PubChem Substance ID:
24897551
NACRES:
NA.22

Assay

95%

form

powder

mp

135-138 °C (lit.)

SMILES string

Nc1ccc(N)c(c1)[N+]([O-])=O

InChI

1S/C6H7N3O2/c7-4-1-2-5(8)6(3-4)9(10)11/h1-3H,7-8H2

InChI key

HVHNMNGARPCGGD-UHFFFAOYSA-N

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Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H317

Hazard Classifications

Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

>372.2 °F - Pensky-Martens closed cup

Flash Point(C)

> 189 °C - Pensky-Martens closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Sigma-Aldrich

305065

1,2,4,5-Benzenetetramine tetrahydrochloride

S Bala et al.
Mutation research, 222(3), 141-148 (1989-03-01)
The antimutagenic effect of 10 citrus fruit juices was observed against the mutagenicity of N-nitro-o-phenylenediamine (NPD) in TA97a and sodium azide in TA100 tester strains of Salmonella typhimurium using the Ames test. It was noticed that the juices of all
M Nakao et al.
Chemical & pharmaceutical bulletin, 38(9), 2561-2566 (1990-09-01)
Regioselectivity in N-acetylation of nitro-0-phenylenediamine, a widely used hair dye component, by rat liver cytosolic N-acetyltransferases was studied in relation to its substituent effects on enzymatic N-acetylation of mono-substituted anilines. Nitro-p-phenylenediamine was acetylated specifically at the N4-position to afford the
Metabolism of the hair dye component, nitro-p-phenylenediamine, in the rat.
M Nakao et al.
Chemical & pharmaceutical bulletin, 35(2), 785-791 (1987-02-01)
1,4-Diamino-2-nitrobenzene (2-nitro-para-phenylenediamine).
IARC monographs on the evaluation of carcinogenic risks to humans, 57, 185-200 (1993-01-01)
M Nakao et al.
Journal of toxicology and environmental health, 11(1), 93-100 (1983-01-01)
The distribution, excretion, and metabolism of nitro-p-phenylenediamine, a constituent of hair dye, was studied after administration of [14C]nitro-p-phenylene-diamine (2.6 mg/30 microCi/kg) to male rats. After intraperitoneal administration, 37.4% of the radioactivity administered was excreted in the urine and 54.3% in
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