82-05-3

Basic information

• Product Name: Benzanthrone
• Synonyms: Benzoanthrone;Dye, benzanthrone;dye,benzanthrone;Mesobenzanthrone;Ms-Benzanthrone;naphthanthrone;7-Oxobenz[de]anthracene;7 H-BENZ[DE]ANTHRACEN-7-ONE
• CAS NO: 82-05-3
• Molecular Formula: C₁₇H₁₀O
• Molecular Weight: 230.26
• EINECS: 201-393-3
• Product Categories: Intermediates of Dyes and Pigments
• Mol File: 82-05-3.mol
• Article Data: 26

Chemical Properties

• Melting Point: 168-170 °C(lit.)
• Boiling Point: 332.25°C (rough estimate)
• Flash Point: 196.1 °C
• Appearance: Light yellow powder
• Density: 1.0929 (rough estimate)
• Vapor Pressure: 8.27E-08mmHg at 25°C
• Refractive Index: 1.5000 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly), Methanol (Slightly, Sonicated)
• Stability: Stable. Incompatible with strong oxidizing agents.
• Merck: 14,1063
• BRN: 1455646
• CAS DataBase Reference: Benzanthrone(CAS DataBase Reference)
• NIST Chemistry Reference: Benzanthrone(82-05-3)
• EPA Substance Registry System: Benzanthrone(82-05-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-37
• WGK Germany: 3
• RTECS: CX5075000
• TSCA: Yes
• Hazardous Substances Data: 82-05-3(Hazardous Substances Data)

Usage

Description

Benzanthrone is an organic compound with the chemical formula C14H10O and is a tricyclic aromatic ketone. It is a white crystalline solid that is insoluble in water but soluble in organic solvents. Benzanthrone is known for its chemical stability and is used as an intermediate in the production of various chemicals and dyes.

Uses

Used in Pharmaceutical Industry:
Benzanthrone is used as a hepatotoxic agent and P450 suppressant in the pharmaceutical industry. It has been found to have potential applications in the treatment of certain liver diseases and conditions.
Used in Dye Manufacturing:
Benzanthrone is used in the manufacture of dyes, particularly vat dyes. It serves as an important intermediate in the production process, contributing to the color and stability of the dyes.
Used in Chemical Industry:
Benzanthrone is used as a reducing agent, such as for iron. Its reducing properties make it useful in various chemical reactions and processes in the chemical industry.

Reactivity Profile

Benzanthrone is incompatible with nitrobenzene and potassium hydroxide. Benzanthrone is also incompatible with strong oxidizing agents.

Fire Hazard

Flash point data for Benzanthrone are not available; however, Benzanthrone is probably combustible.

Purification Methods

Crystallise benzanthrone from EtOH or xylene. [Beilstein 7 IV 1819.]

InChI:InChI=1/C17H10O/c18-17-14-8-2-1-7-12(14)13-9-3-5-11-6-4-10-15(17)16(11)13/h1-10H

Upstream product

• 107-94-8 chloropropionic acid 
• 4159-04-0 10-Methylene-10H-anthracen-9-one 
• 85-44-9 phthalic anhydride 
• 71-43-2 benzene 
• 120-12-7 anthracene 
• 6051-98-5 7H-benzo[c]fluoren-7-one 
• 108981-92-6 2-(naphthalene-1-yl)benzoic acid 
• 84-65-1 9,10-phenanthrenequinone 
• 56-81-5 glycerol 
• 84-11-7 9,10-phenanthrenequinone 
• 7664-93-9 sulfuric acid 
• 10026-13-8 phosphorus pentachloride 
• 81-96-9 3-bromobenzanthrone 
• 7803-57-8 hydrazine hydrate 

Downstream Products

• 119-91-5 2,2'-biquinoline 
• 128-64-3 isoviolanthrone 
• 191-53-7 4,5:11,12-dibenzoperopyren 
• 116-90-5 4,4'-dibenzanthronyl 
• 52776-50-8 4-anilino-benz[de]anthracen-7-one 
• 41694-77-3 6-phenyl-7H-benzo[de]anthracen-7-one 
• 6409-44-5 3-chloro-7H-benzo(de)anthracen-7-one 
• 81-96-9 3-bromobenzanthrone 
• 116-71-2 isoviolanthrone 
• 128-59-6 16,17-dihydroxyviolanthrene-5,10-dione 
• 81-98-1 3,9-dibromo-7h-benz(de)anthracen-7-one 
• 116-96-1 13,13'-dibenzanthronyl 
• 602-69-7 anthraquinone-1-carboxylic acid 
• 91323-92-1 9,10-dioxo-9,10-dihydroanthracene-1-carbaldehyde 

Relevant articles and documents

Synthesis and Characterization of Polysubstituted Dibenzopyrenes as Charge-Transporting Materials

A new class of benzopyrene-based semiconducting molecules is prepared and characterized. A four-step protocol involving Suzuki coupling and aromatic dehydrogenation reactions renders the new unsymmetrical framework. Introduction of various substituents at the dibenzopyrene framework modulates mainly the optoelectronic properties rather than the packing motif. Single-crystal field-effect transistors fabricated from these materials show a mobility ranging from 0.7 to 3.2 cm2/(V s). The highest mobility, 3.2 cm2/(V s), with an on/off ratio of 104-105 was achieved for 11-methoxy-8-(4-methoxyphenyl)dibenzo[a,e]pyrene.

Palladium-Catalyzed Site-Selective Benzocyclization of Naphthoic Acids with Diaryliodonium Salts: Efficient Access to Benzanthrones

Dual activation of both C-I and vicinal C-H bonds of diaryliodonium salts allowing for diarylation is a subject of rapid construction of π-extended frameworks. Here, we report palladium-catalyzed cascade of C8-arylation/intramolecular Friedel-Crafts acylation of α-naphthoic acids in the synthesis of benzanthrone derivatives. The step-economical protocol tolerates various substrates, which resulted in a potential molecular library for developing functional polycyclic scaffolds. The approach relies on the synergistic action of strong acid with palladium catalysts to form two bonds in a one-pot procedure.

Compound with anthrene structure and application of compound in organic light emitting diode devices

The invention discloses a compound with an anthrene structure and application of the compound, and belongs to the technical field of semiconductors. The structure of the compound is represented by a formula (1) as shown in the description. The invention further discloses the application of the compound. The compound takes anthrene as a core and has high carrier mobility and good carrier equilibrium capability. Meanwhile, the compound has relatively high glass transition temperature, high molecular thermal stability and suitable HOMO and LUMO energy levels. The compound serves as a main body material of a luminescent layer and can generate a triplet-triplet coupling effect, and thus a utilization rate of triplet states is effectively increased. By adopting device structures based on the compound, the efficiency of OLED devices can be effectively improved, and the service lives of the OLED devices can be effectively prolonged.