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BCR306

1-Nitronaphthalene

BCR®, certified reference material

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About This Item

Empirical Formula (Hill Notation):
C10H7NO2
CAS Number:
86-57-7
Molecular Weight:
173.17
Beilstein/REAXYS Number:
1867714
EC Number:
201-684-5
MDL number:
MFCD00003913
UNSPSC Code:
41116107
PubChem Substance ID:
329773815
NACRES:
NA.24

grade

certified reference material

agency

BCR®

manufacturer/tradename

JRC

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

bp

304 °C (lit.)

mp

53-57 °C (lit.)

density

1.223 g/mL at 25 °C (lit.)

format

neat

storage temp.

2-8°C

SMILES string

[O-][N+](=O)c1cccc2ccccc12

InChI

1S/C10H7NO2/c12-11(13)10-7-3-5-8-4-1-2-6-9(8)10/h1-7H

InChI key

RJKGJBPXVHTNJL-UHFFFAOYSA-N

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General description

1-Nitronaphthalene, 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:
BCR306

Legal Information

BCR is a registered trademark of European Commission

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Warning

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 2 - Flam. Sol. 2

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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Determination and comparison of nitrated-polycyclic aromatic hydrocarbons measured in air and diesel particulate reference materials
Bamford AH, et al.
Chemosphere, 50 (5), 575-587 (2003)
Myong Gyong Lee et al.
American journal of respiratory cell and molecular biology, 38(3), 300-309 (2007-09-29)
1-Nitronaphthalene (1-NN) and ozone are cytotoxic air pollutants commonly found as components of photochemical smog. The mechanism of toxicity for 1-NN involves bioactivation by cytochrome P450s and subsequent adduction to proteins. Previous studies have shown that 1-NN toxicity in the
J Azmi et al.
Biomarkers : biochemical indicators of exposure, response, and susceptibility to chemicals, 10(6), 401-416 (2005-11-26)
Metabolic fingerprints, in the form of patterns of high-concentration endogenous metabolites, of 1-nitronaphthalene (NN)-induced lung toxicity have been elucidated in bronchoalveolar lavage fluid (BALF), urine, blood plasma, and intact lung and liver tissue using NMR spectroscopy-based metabolic profiling. A single
Gregory L Baker et al.
Toxicological sciences : an official journal of the Society of Toxicology, 77(1), 135-141 (2003-11-06)
The mechanisms of toxicant-mediated lung injury and repair are influenced by the considerable spatial heterogeneity that exists within the conducting airways of the lungs. As a result of this heterogeneity, significant differences and similarities in gene expression are observed throughout
Ching Yu Lin et al.
Proteomics, 6(3), 972-982 (2006-02-03)
Naphthalene and 1-nitronaphthalene are ambient air pollutants, which undergo P450-dependent bioactivation in the lung. Reactive metabolites of naphthalene and 1-nitronaphthalene covalently bind to proteins, and the formation of covalent adducts correlates with airway epithelial cell injury in rodent models. These
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