CAS 84-11-7 9,10-Phenanthrenequinone - Materials / Alfa Chemistry

NAVIGATION

9,10-Phenanthrenequinone

PRICE INQUIRY

Catalog Number

ACM84117-1

CAS Number

84-11-7

Product Name

9,10-Phenanthrenequinone

Structure

Category

Ligands for Functional Metal Complexes; Electroluminescence Materials; Organic Light-Emitting Diode (OLED) Materials; Other Materials; Polymerization Reagents

Synonyms

9,10-Phenanthrenedione

IUPAC Name

phenanthrene-9,10-dione

Molecular Weight

208.21

Molecular Formula

C14H8O2

Canonical SMILES

O=C1C(=O)C2=C(C=CC=C2)C2=CC=CC=C12

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

360.0±0.0 °C at 760 mmHg

Melting Point

209-212 °C(lit.)

Flash Point

163.1±4.4 °C

Purity

98%

Density

1.3±0.1 g/cm3

Solubility

3.60e-05 M;Solubility in water: 0.4 mg/mL;Solubility in ethanol: 1 mg/mL; solubility in ethylene glycol methyl ether: 7 mg/mL;Soluble in benzene, ether, glacial acetic acid, hot alcohol;Soluble in sulfuric acid

Appearance

Powder

Application

9,10-Phenanthrenequinone is a burnt-orange powder that serves a multitude of functional roles. It is notably utilized for high-quality passivation on silicon (100) surfaces, ensuring the protection and stabilization of this material. Additionally, as a member of the phenanthrenes, 9,10-Phenanthrenequinone is found abundantly in diesel exhaust particles, contributing to air pollution and exhibiting cytotoxic effects both in vitro and in vivo. This compound plays a significant role in cytotoxicity by generating reactive oxygen species through redox cycling, while also reducing glutathione expression, vital for detoxification. The versatile reactivity of 9,10-Phenanthrenequinone extends to its interactions with various ketones under FeCl3 catalysis, producing diverse furan-annulated products. Through processes involving aldol condensation, dehydration, and cyclization, reaction with ketones like cycloheptanone and cyclooctanone also yields complex furan structures, showcasing its utility in synthetic chemistry.

Storage

room temp

Assay

≥99%

Color/Form

Orange-red crystals;Orange needles, orange-red plates

Complexity

289

Covalently-Bonded Unit Count

EC Number

201-515-5

Exact Mass

208.052429g/mol

Formal Charge

Heavy Atom Count

Impurity Content

<0.1% anthraquinone

Log P

2.52 (LogP);log Kow = 2.52

MDL Number

MFCD00001163

MeSH Entry Terms

9,10-phenanthraquinone;9,10-phenanthrenedione;9,10-phenanthrenequinone;9,10-phenanthroquinone

Monoisotopic Mass

208.052429g/mol

NSC Number

10446;7389

Other Experimental

Sublimes above 360 °C;With concentrated sulfuric acid gives a dark green color;Cyclohexane/water partition coefficient: 1.39 (log);MASS: 170 (Aldermaston, Eight Peak Index of Mass Spectra, UK) /1,4-Phenanthraquinone/;Henry's Law constant = 2.7X10-9 atm-cu m/mol at 25 °C (est);Hydroxyl radical reaction rate constant = 6.2X10-12 cu cm/molecule-sec at 25 °C (est)

Packaging

5, 25 g in glass bottle

Refractive Index

1.659

Rotatable Bond Count

UNII

42L7BZ8H74

Vapor Pressure

8.5X10-7 mm Hg at 25 °C (est)

XLogP3

2.5

MSDS