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BCR310

3-Nitrofluoranthene

BCR®, certified reference material

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About This Item

Empirical Formula (Hill Notation):
C16H9NO2
CAS Number:
892-21-7
Molecular Weight:
247.25
Beilstein:
2216474
MDL number:
MFCD00085494
UNSPSC Code:
41116107
PubChem Substance ID:
329773819
NACRES:
NA.24

grade

certified reference material

Agency

BCR®

manufacturer/tradename

JRC

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

mp

157-159 °C (lit.)

format

neat

storage temp.

2-8°C

SMILES string

[O-][N+](=O)c1ccc2-c3ccccc3-c4cccc1c24

InChI

1S/C16H9NO2/c18-17(19)15-9-8-13-11-5-2-1-4-10(11)12-6-3-7-14(15)16(12)13/h1-9H

InChI key

PIHGQKMEAMSUNA-UHFFFAOYSA-N

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General description

3-Nitrofluoranthene, belonging to the class of nitrated-polycyclic aromatic hydrocarbons, is persistent in the environment. It is produced from direct sources such as diesel, gasoline exhaust and gas-phase reactions of polycyclic aromatic hydrocarbons (PAHs) with oxides of nitrogen.

Analysis Note

For more information please see:
BCR310

Legal Information

BCR is a registered trademark of European Commission

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Genetic toxicology and carcinogenicity of mono- and dinitrofluoranthenes.
H Tokiwa et al.
Mutation research, 297(2), 181-195 (1993-09-01)
C E Mitchell et al.
Carcinogenesis, 14(6), 1161-1166 (1993-06-01)
The nitrofluoranthene (NF) family of compounds includes the potent pulmonary carcinogen 3,9-dinitrofluoranthene (3,9-DNF) and the weak carcinogen 3-nitrofluoranthene (3-NF). Although the specific molecular mechanisms involved in this difference in sensitivity for the induction of lung tumors in rats by 3,9-DNF
M C Consolo et al.
Mutation research, 210(2), 263-269 (1989-02-01)
The environmental pollutant 3-nitrofluoranthene is metabolized in vitro and in vivo to several products including the phenolic metabolites 3-nitrofluoranthen-6-ol (3NF-6-ol), 3-nitrofluoranthen-8-ol (3NF-8-ol), and 3-nitrofluoranthen-9-ol (3NF-9-ol). Similarly, 1-nitropyrene is metabolized to the phenolic metabolites 1-nitropyren-3-ol (1NP-3-ol), 1-nitropyren-6-ol (1NP-6-ol), and 1-nitropyren-8-ol (1NP-8-ol).
F E Evans et al.
Chemical research in toxicology, 7(3), 352-357 (1994-05-01)
The structures of selected phenolic metabolites of 2- and 3-nitrofluoranthene have been analyzed. 1H NMR spectral analysis at 500 MHz using one- and two-dimensional methods proves that the site of hydroxy substitution in two metabolites previously reported as 3-nitrofluoranthen-8-ol and
J V Pothuluri et al.
Journal of toxicology and environmental health. Part A, 53(2), 153-174 (1998-01-28)
Metabolism of 2-nitrofluoranthene (2-NFA), one of the most abundant and genotoxic environmental pollutants in air, and of a mixture of 2-nitrofluoranthene and 3-nitrofluoranthene (3-NFA) was studied using (1) the fungus Cunninghamella elegans ATCC 36112 and (2) rat liver microsomes. The
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