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156507

Sigma-Aldrich

9,10-Phenanthrenequinone

≥99%

Synonym(s):

9,10-Phenanthrenedione

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About This Item

Empirical Formula (Hill Notation):
C14H8O2
CAS Number:
84-11-7
Molecular Weight:
208.21
Beilstein:
608838
EC Number:
201-515-5
MDL number:
MFCD00001163
UNSPSC Code:
12352103
PubChem Substance ID:
24849615
NACRES:
NA.23

Assay

≥99%

impurities

<0.1% anthraquinone

mp

209-212 °C (lit.)

λmax

420 nm

SMILES string

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

InChI key

YYVYAPXYZVYDHN-UHFFFAOYSA-N

Gene Information

human ... PTPN1(5770) , PTPRC(5788)

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Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H319,H400

Hazard Classifications

Aquatic Acute 1 - Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

473.0 °F

Flash Point(C)

245 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Molecular Properties of 9, 10-Phenanthrenequinone and Benzil
Muddasir, H., Lu, P., Gu, C., Wang, Z. M., Yang, S. M., Yang, B., &amp; Ma, Y. G.
Chemical Research in Chinese Universities, 25(6), 950-956 (2009)
9, 10-Phenanthrenequinone binary complexes of iron, cobalt, and nickel
Floriani, C., R. Henzi, and F. Calderazzo
J. Chem. Soc., Dalton Trans., 23, 2640-2642 (1972)
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
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
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.
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