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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/REAXYS Number:
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

signalword

Warning

hcodes

H319,H400

Hazard Classifications

Aquatic Acute 1 - Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

473.0 °F

flash_point_c

245 °C

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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)
Electronic structure and band alignment of 9, 10-phenanthrenequinone passivated silicon surfaces
Avasthi, Sushobhan, et al.
Surface Science, 605(13), 1308-1312 (2011)
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)
Keiko Taguchi et al.
Free radical biology & medicine, 44(8), 1645-1655 (2008-02-26)
9,10-Phenanthraquinone (PQ), a component of airborne particulate matter, causes marked cellular protein oxidation and cytotoxicity through a two-electron reduction to 9,10-dihydroxyphenanthrene (PQH2), which is associated with the propagation of reactive oxygen species (K. Taguchi et al., Free Radic. Biol. Med.
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
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