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Sigma-Aldrich

1,5-Dinitronaphthalene

≥97.0% (HPLC)

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About This Item

Formule linéaire :
C10H6(NO2)2
Numéro CAS:
605-71-0
Poids moléculaire :
218.17
Numéro Beilstein :
527184
Numéro CE :
210-095-2
Numéro MDL:
MFCD00003916
Code UNSPSC :
12352100
ID de substance PubChem :
24866375

Pureté

≥97.0% (HPLC)

Forme

powder

Pf

213-216 °C (lit.)
214-217 °C

Chaîne SMILES 

[O-][N+](=O)c1cccc2c(cccc12)[N+]([O-])=O

InChI

1S/C10H6N2O4/c13-11(14)9-5-1-3-7-8(9)4-2-6-10(7)12(15)16/h1-6H

Clé InChI

ZUTCJXFCHHDFJS-UHFFFAOYSA-N

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Description générale

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.

Pictogrammes

Health hazardCorrosionExclamation mark
GHS08,GHS05,GHS07

Mention d'avertissement

Danger

Mentions de danger

H317,H318,H341,H412

Classification des risques

Aquatic Chronic 3 - Eye Dam. 1 - Muta. 2 - Skin Sens. 1

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Certificats d'analyse (COA)

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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
Nano-high-performance liquid chromatography-electron ionization mass spectrometry approach for environmental analysis.
Cappiello A, et al.
Analytica Chimica Acta, 493(2), 125-136 (2003)
The crystal structure of 1, 5-dinitronaphthalene.
Trotter J.
Acta Crystallographica, 13(2), 95-99 (1960)
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
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
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