BCR308
9-Nitroanthracene
BCR®, certified reference material
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About This Item
Empirical Formula (Hill Notation):
C14H9NO2
CAS Number:
Molecular Weight:
223.23
Beilstein:
1877509
EC Number:
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24
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grade
certified reference material
Agency
BCR®
manufacturer/tradename
JRC
technique(s)
HPLC: suitable
gas chromatography (GC): suitable
mp
141-144 °C (lit.)
format
neat
storage temp.
2-8°C
SMILES string
[O-][N+](=O)c1c2ccccc2cc3ccccc13
InChI
1S/C14H9NO2/c16-15(17)14-12-7-3-1-5-10(12)9-11-6-2-4-8-13(11)14/h1-9H
InChI key
LSIKFJXEYJIZNB-UHFFFAOYSA-N
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General description
9-Nitroanthracene belongs to the class of nitrated-polycyclic aromatic hydrocarbons, found to be persistent in the environment. It is produced from direct sources such as diesel, gasoline exhaust and by the gas-phase reactions of PAHs with oxides of nitrogen.
Application
9-Nitroanthracene may be used as a certified reference material for the quantification of the analyte in the following:
- Aerosol samples using direct infusion into an atmospheric pressure photoionization high-resolution mass spectrometer (APPI-HRMS).
- Air and diesel particulate reference materials using pressurized-fluid extraction (PFE) with normal-phase liquid chromatography (LC) followed by gas chromatography coupled to mass spectrometry (GC-MS) in negative ion chemical ionization (NICI) mode.
Analysis Note
For more information please see:
BCR308
BCR308
Legal Information
BCR is a registered trademark of European Commission
Storage Class Code
11 - Combustible Solids
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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Direct target and non-target analysis of urban aerosol sample extracts using atmospheric pressure photoionization high-resolution mass spectrometry
Giorio C, et al.
Chemosphere, 224, 786-795 (2019)
Byron E Butterworth et al.
International journal of toxicology, 23(5), 335-344 (2004-10-30)
Anthraquinone (AQ) (9,10-anthracenedione) is an important compound in commerce. Many structurally related AQ derivatives are medicinal natural plant products. Examples include 1-hydroxyanthraquinone (1-OH-AQ) and 2-hydroxyanthraquinone (2-OH-AQ), which are also metabolites of AQ. Some commercial AQ is produced by the oxidation
B E Butterworth et al.
Mutagenesis, 16(2), 169-177 (2001-03-07)
Commercial anthraquinone (AQ) (9,10-anthracenedione) is produced by at least three different production methods worldwide: oxidation of anthracene (AQ-OX), Friedel-Crafts technology (AQ-FC) and by Diels-Alder chemistry (AQ-DA), with the final product varying in color and purity. AQ-OX begins with anthracene produced
Kiyoshi Fukuhara et al.
Bioorganic & medicinal chemistry, 15(11), 3869-3873 (2007-04-03)
Anthraquinones are typical photosensitizers used in photodynamic therapy (PDT). However, systemic toxicity is a major problem for anthraquinones due to their ability not only to bind DNA but also to cause oxidative stress even without photoirradiation. To avoid such disadvantages
P P Fu et al.
Carcinogenesis, 6(5), 753-757 (1985-05-01)
Aerobic metabolism of 9-nitroanthracene by uninduced rat liver microsomes produced four metabolites identified as trans-1,2- and 3,4-dihydrodiols, 1,2,3,4-tetrahydrotetrol of 9-nitroanthracene, and anthraquinone. Further metabolism of the predominant metabolite, 9-nitroanthracene trans-3,4-dihyrodiol, yielded a 1,2,3,4-tetrahydrotetrol with a trans-cis-trans configuration, indicating that a
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