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42140

Sigma-Aldrich

2,7-Dinitronaphthalene

≥95.0% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C10H6N2O4
CAS Number:
Molecular Weight:
218.17
Beilstein:
2214687
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

Assay

≥95.0% (HPLC)

mp

229-233 °C

SMILES string

[O-][N+](=O)c1ccc2ccc(cc2c1)[N+]([O-])=O

InChI

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

InChI key

AFDWAIQLYHEUIW-UHFFFAOYSA-N

General description

Kinetics and ESR studies of intramolecular electron-transfer reactions of the radical anion of 2,7-dinitronaphthalene in various polar aprotic solvents has been studied. 2,7-Dinitronaphthalene undergoes mononitration to afford 1:3:6:8-tetranitronapthalene.

Application

2,7-Dinitronaphthalene has been used for the cyclodextrin distribution capillary electrochromatographic separation of naphthalene compounds.

Storage Class Code

13 - Non 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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107. The further nitration of 1: 3-, 1: 6-, 2: 6-, and 2: 7-dinitronaphthalenes, and the preparation of 1: 3: 6-trinitronaphthalene.
Edward, R.
Journal of the Chemical Society, 533-534 (1946)
M Culha et al.
Analytical chemistry, 72(1), 88-95 (2000-02-03)
Separations of naphthalene compounds that differ in position of substitution and type of substituent were accomplished using cyclodextrin distribution capillary electrochromatography. Separation systems composed of running buffers containing mixtures of native neutral and single isomer anionic cyclodextrins (CDs) were employed
João P Telo et al.
The journal of physical chemistry. A, 113(27), 7730-7736 (2009-06-10)
Rate constants for the intramolecular electron-transfer reaction in the 2,7-dinitronaphthalene (2(-)), 4,4'-dinitrotolane (3(-)), and 2,2'-dimethyl-4,4'-dinitrobiphenyl (4(-)) radical anions in several polar aprotic solvents were estimated by simulating their ESR spectra at different temperatures. At 298 K, the rate constants are

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