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Merck
CN

42135

1,5-Dinitronaphthalene

≥97.0% (HPLC)

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About This Item

Linear Formula:
C10H6(NO2)2
CAS Number:
605-71-0
Molecular Weight:
218.17
EC Number:
210-095-2
UNSPSC Code:
12352100
PubChem Substance ID:
24866375
Beilstein/REAXYS Number:
527184
MDL number:
MFCD00003916
Assay:
≥97.0% (HPLC)
Form:
powder

Key Documents

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Product Name

1,5-Dinitronaphthalene, ≥97.0% (HPLC)

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

mp

213-216 °C (lit.)
214-217 °C

Quality Level

100

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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.

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.

signalword

Danger

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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Certificates of Analysis (COA)

Lot/Batch Number
1328367V
1328367
1392081
1385078
1366219

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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
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)
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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