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Sigma-Aldrich

9,10-Phenanthrenequinone

95%

Sinônimo(s):

9,10-Phenanthrenedione

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About This Item

Fórmula empírica (Notação de Hill):
C14H8O2
Número CAS:
Peso molecular:
208.21
Beilstein:
608838
Número CE:
Número MDL:
Código UNSPSC:
12352103
ID de substância PubChem:
NACRES:
NA.23

Ensaio

95%

forma

powder

pf

209-212 °C (lit.)

cadeia de caracteres SMILES

O=C1C(=O)c2ccccc2-c3ccccc13

InChI

1S/C14H8O2/c15-13-11-7-3-1-5-9(11)10-6-2-4-8-12(10)14(13)16/h1-8H

chave InChI

YYVYAPXYZVYDHN-UHFFFAOYSA-N

Informações sobre genes

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Descrição geral

The quinones of polycyclic aromatic hydrocarbons are present in abundance in all burnt organic material. On being used to passivate silicon surfaces, it reacts with the dangling bonds on the surface via a heteroatomic Diels-Alder reaction. On account of the Π-electron conjugation, the semi conducting nature of the silicon is unaffected.

Aplicação

9,10-Phenanthrenequinon may be used for high quality passivation on silicon (100) surfaces. Quinones may serve as substrates for a variety of flavoenzymes.

Pictogramas

Exclamation markEnvironment

Palavra indicadora

Warning

Frases de perigo

Classificações de perigo

Aquatic Acute 1 - Eye Irrit. 2

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

473.0 °F

Ponto de fulgor (°C)

245 °C

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves


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P L Chesis et al.
Proceedings of the National Academy of Sciences of the United States of America, 81(6), 1696-1700 (1984-03-01)
The mutagenicity of various quinones, a class of compounds widely distributed in nature, is demonstrated in the Salmonella TA104 tester strain. The metabolic pathways by which four quinones, menadione, benzo[a]pyrene 3,6-quinone, 9,10-phenanthrenequinone, and danthron, caused mutagenicity in this test system
Electronic structure and band alignment of 9, 10-phenanthrenequinone passivated silicon surfaces
Avasthi, Sushobhan, et al.
Surface Science, 605(13), 1308-1312 (2011)
Toshiyuki Matsunaga et al.
Cell and tissue research, 347(2), 407-417 (2012-01-28)
9,10-Phenanthrenequinone (9,10-PQ), a major quinone in diesel exhaust particles, induces apoptosis via the generation of reactive oxygen species (ROS) because of 9,10-PQ redox cycling. We have found that intratracheal infusion of 9,10-PQ facilitates the secretion of surfactant into rat alveolus.
Toshiyuki Matsunaga et al.
Free radical research, 45(7), 848-857 (2011-06-01)
9,10-Phenanthrenequinone (9,10-PQ), a redox-active quinone in diesel exhausts, triggers cellular apoptosis via reactive oxygen species (ROS) generation in its redox cycling. This study found that induction of CCAAT/enhancer-binding protein-homologous protein (CHOP), a pro-apoptotic factor derived from endoplasmic reticulum stress, participates
Petr Milko et al.
Inorganic chemistry, 48(24), 11734-11742 (2009-11-26)
With the use of the model complexes [(PQ)FeCl(CH(3)O)](+), [(phen)FeCl(CH(3)O)](+), and [(PQ)(phen)FeCl(CH(3)O)](+), where PQ is 9,10-phenanthraquinone and phen is 1,10-phenanthroline, the reactivity of phenanthraquinone in complexes with iron(III) is investigated. It is shown that 9,10-phenanthraquinone takes part in redox processes occurring

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