Phenanthrenequinone

Product Information

Molecular Formula:
C14H8O2
Molecular Weight:
208.22
Description
9,10-phenanthroquinone is a member of phenanthrenes.
Synonyms
9,10-dihydro-9,10-dioxo-phenanthren; 9,10-phenanthraquinone[qr]; 9,10-phenanthrenequinone[qr]; phenanthraquinone[qr]; Phenanthrene, 9,10-dihydro-9,10-dioxo-; phenanthrene,9,10-dihydro-9,10-dioxo-[qr]; phenanthrenequinone[qr]; Phenanthroquinone
IUPAC Name
phenanthrene-9,10-dione
Canonical SMILES
C1=CC=C2C(=C1)C3=CC=CC=C3C(=O)C2=O
InChI
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
Boiling Point
360 °C / 760 mmHg
Melting Point
210 °C
Purity
98%
Density
1.405
Solubility
Solubility in water: 0.4 mg/mL
Appearance
burnt-orange powder
Application
Used in dyes, as a hardener for dental restoration, for the determination of copper by spectrophotometric method, and for organic synthesis; Used as fungicide, bactericide, and wood preservative.
Storage
Sealed in dry. Room temperature.
LogP
log Kow = 2.52
Vapor Pressure
0.00000002 [mmHg]
Henry's Law Constant
2.7X10-9 atm-cu m/mol at 25 °C (est)

Safety Information

Hazards
H315:
Causes skin irritation.
H319:
Causes serious eye irritation.
H400:
Very toxic to aquatic life.
Precautionary Statement
P264:
Wash thoroughly after handling.
P273:
Avoid release to the environment.
P280:
Wear protective gloves/protective clothing/eye protection/face protection.
P337+P313:
If eye irritation persists:
Get medical advice/attention.
P391:
Collect spillage.
P501:
Dispose of contents/container in accordance with local/regional/national/international regulations.
Signal Word
Warning

Computed Properties

XLogP3
2.5
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
0
Exact Mass
208.052429494 g/mol
Monoisotopic Mass
208.052429494 g/mol
Topological Polar Surface Area
34.1Ų
Heavy Atom Count
16
Formal Charge
0
Complexity
289
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes

Patents

Publication Number Title Priority Date
CN-114149803-A Method for synthesizing CdS quantum dots by water phase one-pot method and application of CdS quantum dots 2021-12-23
JP-3236461-U Photosensitive resin composition for sandblasting 2021-12-21
JP-2022027992-A Wiring board and its manufacturing method 2021-12-20
CN-114181156-A Fluorescent material with on-off response to pH change of acid and alkali and application thereof 2021-12-16
JP-2022040133-A A photosensitive coloring composition for a color filter for a solid-state image sensor, a color filter, and a solid-state image sensor using the same. 2021-12-15
CN-114031565-A N, N' -disubstituted dihydrophenazine-based compound and preparation method and application thereof 2021-12-09
CN-114149438-A Quinoxaline and diazole derivatives based on 9, 10-dimethyl-9, 10-ethylene anthracene and preparation method thereof 2021-12-03
CN-114114837-A Dry film resist and preparation method thereof 2021-11-25
CN-114114842-A Dry film resist laminate, resin composition and preparation method thereof 2021-11-25
CN-113896735-A Thermal activation red light delay material based on coumarin-pyrazine structure and application of thermal activation red light delay material in organic electroluminescent device 2021-11-16

Literatures

PMID Publication Date Title Journal
34391839 2021-09-01 9,10-Phenanthrenequinone provokes dysfunction of brain endothelial barrier through down-regulating expression of claudin-5 Toxicology
32493877 2020-01-01 Redox cycling of 9,10-phenanthrenequinone activates epidermal growth factor receptor signaling through S-oxidation of protein tyrosine phosphatase 1B The Journal of toxicological sciences
30926317 2019-05-25 Rabbit dehydrogenase/reductase SDR family member 11 (DHRS11): Its identity with acetohexamide reductase with broad substrate specificity and inhibitor sensitivity, different from human DHRS11 Chemico-biological interactions
29108775 2018-01-05 Facilitation of 9,10-phenanthrenequinone-elicited neuroblastoma cell apoptosis by NAD(P)H:quinone oxidoreductase 1 Chemico-biological interactions
28595002 2017-07-17 Diacetyl/l-Xylulose Reductase Mediates Chemical Redox Cycling in Lung Epithelial Cells Chemical research in toxicology
25289770 2015-06-05 Protective roles of aldo-keto reductase 1B10 and autophagy against toxicity induced by p-quinone metabolites of tert-butylhydroquinone in lung cancer A549 cells Chemico-biological interactions
24813866 2014-07-15 Exposure to 9,10-phenanthrenequinone accelerates malignant progression of lung cancer cells through up-regulation of aldo-keto reductase 1B10 Toxicology and applied pharmacology
24246760 2014-01-25 Biochemical properties of human dehydrogenase/reductase (SDR family) member 7 Chemico-biological interactions
23684558 2013-09-01 Comparative developmental toxicity of environmentally relevant oxygenated PAHs Toxicology and applied pharmacology
23261716 2013-02-25 New enzymatic assay for the AKR1C enzymes Chemico-biological interactions
The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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