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551309

Sigma-Aldrich

1,5-Dinitroanthraquinone

97%

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About This Item

Empirical Formula (Hill Notation):
C14H6N2O6
CAS Number:
Molecular Weight:
298.21
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

mp

250 °C (dec.) (lit.)

functional group

ketone
nitro

SMILES string

[O-][N+](=O)c1cccc2C(=O)c3c(cccc3[N+]([O-])=O)C(=O)c12

InChI

1S/C14H6N2O6/c17-13-7-3-1-5-9(15(19)20)11(7)14(18)8-4-2-6-10(12(8)13)16(21)22/h1-6H

InChI key

XVMVHWDCRFNPQR-UHFFFAOYSA-N

General description

1,5-Dinitroanthraquinone is formed as one of the products during the nitration of anthraquinone.

Application

1,5-Dinitroanthraquinone has been used in a study to understand the effect of its oxygenous substituents on the color ratio, when it is a part of spectral flare compositions. It may be used to prepare 3,4,7,8-tetrabromo-1,5-dinitroanthraquinone via bromination using molecular bromine and nitric acid as a co-reagent.

Storage Class Code

4.1A - Other explosive hazardous materials

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Bromination of deactivated aromatic compounds.
Andrievsky AM and Gorelik MV.
Russ. Chem. Rev., 80(5), 421-428 (2011)
A new method for the preparation of 1-amino-4-bromo-2-anthraquinonesulphonic acid (bromamine acid) directly from anthraquinone.
Ghaieni H, et al.
Dyes and Pigments, 72(1), 97-100 (2007)
Pyrotechnic countermeasures. III: The influence of oxygen balance of an aromatic fuel on the color ratio of spectral flare compositions.
Koch EC.
Propellants, Explosives, Pyrotechnics, 32(5), 365-370 (2007)

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