42135
1,5-Dinitronaphthalene
≥97.0% (HPLC)
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About This Item
Linear Formula:
C10H6(NO2)2
CAS Number:
Molecular Weight:
218.17
EC Number:
210-095-2
UNSPSC Code:
12352100
PubChem Substance ID:
Beilstein/REAXYS Number:
527184
MDL number:
Assay:
≥97.0% (HPLC)
Form:
powder
InChI key
ZUTCJXFCHHDFJS-UHFFFAOYSA-N
InChI
1S/C10H6N2O4/c13-11(14)9-5-1-3-7-8(9)4-2-6-10(7)12(15)16/h1-6H
SMILES string
[O-][N+](=O)c1cccc2c(cccc12)[N+]([O-])=O
assay
≥97.0% (HPLC)
form
powder
Quality Level
mp
214-217 °C
General description
1,3-Dinitronaphthalene, 1,5-dinitronaphthalene and 1,8-dinitronaphthalene are the three dinitronaphthalene isomers. Their photocatalytic oxidation reactions in the presence of TiO2 Degussa P-25 grade has been investigated. 1,5-Dinitronaphthalene has been reported as environmental pollutant. Its genotoxic effects during in vivo wing somatic mutation and recombination test (SMART) of Drosophila melanogaster has been investigated. Delocalized intervalence radical anions of 1,5-dinitronaphthalene exhibits charge-transfer bands in their near-IR spectra. Crystals of 1,5-dinitronaphthalene are reported to be monoclinic with two molecules in each unit cell.
Application
1,5-Dinitronaphthalene has been employed as standard for the analysis of compounds of environmental interest by new nano-high-performance liquid chromatography-electron ionization mass spectrometry.
signalword
Danger
hcodes
Hazard Classifications
Aquatic Chronic 3 - Eye Dam. 1 - Muta. 2 - Skin Sens. 1
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
Regulatory Information
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Kei Miyazawa et al.
Journal of mass spectrometry : JMS, 55(12), e4668-e4668 (2020-11-03)
Fragmentation of peptide radical cations [M]. + has been examined using matrix-assisted laser desorption/ionization (MALDI) in-source decay (ISD) with hydrogen-abstracting nitro-substituted matrices. The ISD spectra of peptides containing an arginine (Arg) residue at carboxyl (C)-termini showed preferential [w]+ ions when
Stephen F Nelsen et al.
Journal of the American Chemical Society, 125(41), 12493-12501 (2003-10-09)
The Class III (delocalized) intervalence radical anions of 1,4-dinitrobenzene, 2,6-dinitronaphthalene, 2,6-dinitroanthracene, 9,9-dimethyl-2,7-dinitrofluorene, 4,4'-dinitrobiphenyl, and 1,5-dinitronaphthalene show charge-transfer bands in their near-IR spectra. The dinitroaromatic radical anions have comparable but slightly larger electronic interactions (H(ab) values) through the same aromatic bridges
Yuki Hiruta et al.
The Analyst, 141(3), 910-917 (2015-12-10)
Temperature-responsive polymers incorporating molecular-recognition sites were developed as stationary phases for high-performance liquid chromatography (HPLC). The grafted stationary phases consisted of functional copolymers composed of N-isopropylacrylamide (NIPAAm) and N-acryloyl aromatic amino acid methyl esters, i.e., phenylalanine and tryptophan methyl esters
The crystal structure of 1, 5-dinitronaphthalene.
Trotter J.
Acta Crystallographica, 13(2), 95-99 (1960)
Miray Bekbolet et al.
Chemosphere, 75(8), 1008-1014 (2009-02-24)
A combination of photocatalytic oxidation experiments and quantum mechanical calculations was used in order to describe the mechanism and the nature of the photocatalytic oxidation reactions of dinitronaphthalane isomers and interprete their reactivities within the framework of the Density Functional
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