1714-14-3

Basic information

• Product Name: 1-phenylanthracene-9,10-dione
• Synonyms: 1-Phenylanthra-9,10-quinone; 9,10-Anthracenedione, 1-phenyl-
• CAS NO: 1714-14-3
• Molecular Formula: C₂₀H₁₂O₂
• Molecular Weight: 284.3081
• Mol File: 1714-14-3.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 507.2°C at 760 mmHg
• Flash Point: 187.4°C
• Density: 1.267g/cm³
• Vapor Pressure: 2.07E-10mmHg at 25°C
• Refractive Index: 1.664
• CAS DataBase Reference: 1-phenylanthracene-9,10-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1-phenylanthracene-9,10-dione(1714-14-3)
• EPA Substance Registry System: 1-phenylanthracene-9,10-dione(1714-14-3)

Safety Data

• Hazardous Substances Data: 1714-14-3(Hazardous Substances Data)

Usage

Physical appearance

Yellow crystalline solid

Solubility

Sparingly soluble in water, soluble in organic solvents

Uses

a. Production of dyes and pigments
b. Optical brighteners
c. Photochemical reactions
d. Synthesis of pharmaceuticals and other organic compounds

Potential applications

a. Photoinitiator in photopolymerization processes
b. Sensitizer in the generation of singlet oxygen

Chemical properties

Strong oxidizing properties

Possible uses in organic synthesis

Oxidative reactions, catalyst

Upstream product

• 1515-78-2 buta-1,3-dien-1-ylbenzene 
• 130-15-4 [1,4]naphthoquinone 
• 3485-80-1 1-iodo-9,10-anthraquinone 
• 591-51-5 phenyllithium 
• 1714-15-4 1-phenyl-9-anthrone 
• 100-63-0 phenylhydrazine 
• 1903-13-5 4-phenylanthrone 
• 859334-21-7 1-phenyl-1,4-dihydro-anthraquinone 
• 71-43-2 benzene 
• 82-45-1 1-amino-9,10-anthracenedione 

Downstream Products

• 857589-97-0 1,9,10-triphenyl-9,10-dihydro-anthracene-9,10-diol 
• 1714-09-6 1-phenylanthracene 
• 1714-15-4 1-phenyl-9-anthrone 
• 1903-13-5 4-phenylanthrone 
• 1714-19-8 1,9-diphenyl-anthracene 

Relevant articles and documents

Reaction of anthrone and its 1- and 4-substituted derivatives with sulfur in the presence of nucleophiles

Anthrone and its 1-substituted derivatives react with molecular sulfur in the presence of nucleophiles (aromatic amines, hydrazine, substituted hydrazines, and malononitrile) to give intermediate monothioanthraquinones which are then converted into mixtures of the corresponding anthraquinones and 10-imino-, 10-hydrazono-, or 10-dicyanomethylene-9,10-dihydroanthracen-9-ones. Unlike 1-substituted derivatives, 4-substituted anthrones react with sulfur in the presence of phenylhydrazine to give only 1-substituted anthraquinones.

PHASE-TRANSFER CATALYSIS IN THE REACTION OF ANTHRAQUINONEDIAZONIUM FLUOROBORATE WITH BENZENE IN THE PRESENCE OF BASE

Phase-transfer catalysis by polyethers and quaternary ammonium salts in the reaction of anthraquinonediazonium fluoroborate with benzene under the influence of O-nucleophiles was investigated.The introduction of the catalysts increase the yield of 1-phenylanthraquinone from 7 to 80-90percent.The investigated catalysts are similar in effectiveness.The reactivity series of the anions was determined: CH3COO- > OH- >C17H35COO- >CCl3COO-.Realization of the reaction in an atmosphere of oxygen leads to the formation of 1-hydroxyanthraquinone with a yield of up to 18percent in addition to 1-phenylanthraquinone.