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103594

Sigma-Aldrich

1-Nitronaphthalene

99%

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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:
12352100
PubChem Substance ID:
24846612
NACRES:
NA.22

assay

99%

form

solid

bp

304 °C (lit.)

mp

53-57 °C (lit.)

solubility

H2O: insoluble
alcohol: soluble
carbon disulfide: freely soluble
chloroform: soluble
diethyl ether: freely soluble

density

1.223 g/mL at 25 °C (lit.)

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 is a mutagenic nitroaromatic compound present in diesel exhaust and it causes acute liver and lung toxicity in rodents. 1-Nitronaphthalene is a cytochrome P450-bioactivated, nonciliated bronchiolar epithelial (Clara) cell cytotoxicant .

Application

1-Nitronaphthalene was used to study excited state dynamics of 1-nitropthalene in nonpolar, aprotic and protic solvents.

Biochem/physiol Actions

1-Nitronaphthalene binds covalently to protein and forms adducts in the rat airway epithelium in vivo.

signalword

Warning

Hazard Classifications

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

Storage Class

4.1B - Flammable solid hazardous materials

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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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Christian Reichardt et al.
The Journal of chemical physics, 131(22), 224518-224518 (2009-12-17)
The electronic energy relaxation of 1-nitronaphthalene was studied in nonpolar, aprotic, and protic solvents in the time window from femtoseconds to microseconds. Excitation at 340 or 360 nm populates the Franck-Condon S(1)(pipi( *)) state, which is proposed to bifurcate into
J M Sauer et al.
Toxicology letters, 90(1), 19-27 (1997-01-15)
1-Nitronaphthalene is a mutagenic particulate of diesel exhaust which causes acute liver and lung toxicity in rodents. The studies presented here describe morphological changes in the lung and liver at several time intervals following a single injection of 1-nitronaphthalene (100
K el-Bayoumy et al.
Carcinogenesis, 6(4), 505-507 (1985-04-01)
A method was developed for the analysis of 1-nitronaphthalene, 1-nitropyrene, and 6-nitrochrysene in mainstream cigarette smoke, using [14C]1-nitronaphthalene, [14C]1-nitropyrene, and [14C]6-nitrochrysene as tracers and internal standards. Cigarette smoke condensate was collected and the appropriate fractions containing the labelled standards were
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
Kara R Schmelzer et al.
Environmental health perspectives, 114(9), 1354-1360 (2006-09-13)
Ambient air is polluted with a mixture of pulmonary toxicants. Previous studies indicate that prior exposure to atmospheric oxidant pollutants such as ozone may significantly alter the response to other pollutants, such as 1-nitronaphthalene (1-NN) . 1-NN, a component of
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