6485-97-8

Basic information

• Product Name: 2-Phenylanthra-9,10-quinone
• Synonyms: 2-Phenylanthra-9,10-quinone;2-Phenyl-9,10-anthracenedione;2-Phenyl-9,10-anthraquinone;2-Phenylanthraquinone;2-phenylanthracene-9,10-dione
• CAS NO: 6485-97-8
• Molecular Formula: C₂₀H₁₂O₂
• Molecular Weight: 284.30808
• Mol File: 6485-97-8.mol
• Article Data: 11

Chemical Properties

• Melting Point: 160-163°C
• Boiling Point: 506.8 °C at 760 mmHg
• Flash Point: 187.2 °C
• Appearance: /
• Density: 1.267 g/cm³
• Vapor Pressure: 2.16E-10mmHg at 25°C
• Refractive Index: 1.664
• CAS DataBase Reference: 2-Phenylanthra-9,10-quinone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Phenylanthra-9,10-quinone(6485-97-8)
• EPA Substance Registry System: 2-Phenylanthra-9,10-quinone(6485-97-8)

Safety Data

• Hazardous Substances Data: 6485-97-8(Hazardous Substances Data)

Usage

General Description

2-Phenylanthra-9,10-quinone, also known as phenylanthraquinone, is a chemical compound with a molecular formula C20H10O2. It belongs to the class of anthraquinone derivatives and is a polycyclic aromatic hydrocarbon. 2-Phenylanthra-9,10-quinone is a yellow crystalline solid that is sparingly soluble in water but highly soluble in organic solvents such as ethanol and chloroform. It is widely used in organic synthesis as an oxidizing agent and as a redox mediator in electrochemical devices. 2-Phenylanthra-9,10-quinone also exhibits antibacterial and antifungal properties, making it a potential candidate for various pharmaceutical and agricultural applications.

InChI:InChI=1/C20H12O2/c21-19-15-8-4-5-9-16(15)20(22)18-12-14(10-11-17(18)19)13-6-2-1-3-7-13/h1-12H

Upstream product

• 7664-93-9 sulfuric acid 
• 42797-18-2 2-(4-phenylbenzoyl)benzoic acid 
• 10566-32-2 2-iodo-anthraquinone 
• 98-80-6 phenylboronic acid 
• 572-83-8 2-bromoanthracene-9,10-dione 
• 4445-58-3 4-phenylphthalic acid 
• 130-15-4 [1,4]naphthoquinone 
• 92-52-4 biphenyl 
• 54160-73-5 1,1'-(1,2-phenylene)bis(prop-2-yn-1-one) 
• 536-74-3 phenylacetylene 
• 64-17-5 ethanol 
• 6337-31-1 2-phenyl-1,4,4a,9a-tetrahydroanthracene-9,10-dione 
• 64-19-7 acetic acid 
• 72006-57-6 2-phenyl-9,10-dihydroanthracene 

Downstream Products

• 857589-95-8 2,9,10-triphenyl-9,10-dihydro-anthracene-9,10-diol 
• 1981-38-0 2-phenylanthracene 
• 131242-65-4 2-phenyl-11,11,12,12-tetracyano-9,10-anthraquinodimethane 
• 1589553-81-0 2-phenyl-9,10-bis(4-n-hexylphenyl)anthracene 

Relevant articles and documents

Naphthyridine-substituted anthracene derivative and organic light-emitting device

The invention provides a naphthyridine-substituted anthracene derivative, having a structure shown as in general formula (I) that is shown in the description, wherein L is selected from a chemical bond, a substituted or non-substituted C6-12 arylene or sub-polycyclic-aromatic group, and substituted or non-substituted C3-12 sub-heteroaryl or sub-condensed-heterocyclic-aromatic group, Ar1 and Ar2 are separately and independently selected from a substituted or non-substituted C6-30 aryl or polycyclic aromatic group and a substituted or non-substituted C3-30 heteroaryl or condensed-heterocyclic-aromatic group, and R1, R2, R3 and R4 are separately and independently selected from hydrogen, C1-10 alkyl, halogen, cyan, nitro, substituted or non-substituted C6-30 aryl or polycyclic aromatic group,and substituted or non-substituted C3-30 heteroaryl or condensed-heterocyclic-aromatic group. The naphthyridine-substituted anthracene derivative has high electron migration rate and good stability and assists in evaporation film-forming when applied to organic light emission.

Non-symmetric 9,10-diphenylanthracene-based deep-blue emitters with enhanced charge transport properties

Realization of efficient deep-blue anthracene-based emitters with superior film-forming and charge transport properties is challenging. A series of non-symmetric 9,10-diphenylanthracenes (DPA) with phenyl and pentyl moieties at the 2nd position and alkyl groups at para positions of the 9,10-phenyls were synthesized and investigated. The non-symmetric substitution at the 2nd position enabled to improve film forming properties as compared to those of the unsubstituted DPA and resulted in glass transition temperatures of up to 92 °C. Small-sized and poorly conjugated substituents allowed to preserve emission in the deep blue range (-3-1 × 10 -2 cm2 V-1 s-1) in the solution-processed amorphous films of the DPA compounds.

Steric effects on [4+4]-photocycloaddition reactions between complementary anthracene derivatives

The steric effect of peripheral functional groups on the [4+4]-photocycloaddition between substituted anthracene derivatives was examined. The reactivity of 2,3,6,7-tetraphenylanthracene (TPA) with 2-phenylanthracene (PA), 2,9,10-trimethylanthracene (TMA) and 9,10-dimethyl-2,3-diphenylanthracene (DMDPA) was investigated. In all cases, the photodimers were formed in high yield despite the steric bulk of the peripheral substituents. It was further shown that although PA is capable of forming its homodimer, it selectively reacts with TPA when the latter is excited at 301 nm.