3321-86-6

Basic information

• Product Name: 10,10'-(ethene-1,2-diylidene)dianthrone
• Synonyms: 10,10'-(ethene-1,2-diylidene)dianthrone;10,10'-(1,2-Ethenediylidene)bis[anthracen-9(10H)-one];10,10'-(1,2-Ethenediylidene)bis(9(10H)-anthracenone);9(10H)-Anthracenone, 10,10'-(1,2-ethenediylidene)bis-;Einecs 222-034-7
• CAS NO: 3321-86-6
• Molecular Formula: C₃₀H₁₆O₂
• Molecular Weight: 408.44684
• EINECS: 222-034-7
• Mol File: 3321-86-6.mol
• Article Data: 1

Chemical Properties

• Melting Point: 220 °C (decomp)
• Boiling Point: 693.2°Cat760mmHg
• Flash Point: 246.8°C
• Appearance: /
• Density: 1.3g/cm³
• CAS DataBase Reference: 10,10'-(ethene-1,2-diylidene)dianthrone(CAS DataBase Reference)
• NIST Chemistry Reference: 10,10'-(ethene-1,2-diylidene)dianthrone(3321-86-6)
• EPA Substance Registry System: 10,10'-(ethene-1,2-diylidene)dianthrone(3321-86-6)

Safety Data

• Hazardous Substances Data: 3321-86-6(Hazardous Substances Data)

Usage

Chemical compound

Yes

Usage

Manufacturing of dyes and pigments

Derivative of

Anthracene

Color

Deep red to purple

Potential applications

Organic electronics

Properties

Interesting electronic and photophysical properties

Investigated for

Antioxidant, antibacterial, and antifungal properties

Used in development

Photoactive materials

Precursor for

Synthesis of functionalized dianthrones

Potential applications of synthesized dianthrones

Biological and pharmaceutical applications

Upstream product

• 10019-06-4 10-phenylimino-9,10-dihydroanthracen-9-one 
• 112441-77-7 9-Hydroxy-10-phenylimino-9-ethinyl-9.10-dihydro-anthracen 
• 67745-25-9 2,3-bis(9-oxo-10-anthronylidene)cyclopropanone 
• 2395-96-2 9-methoxyanthracene 
• 69828-90-6 1,2-bis(9-hydroxy-10-anthryl)cyclopropenone 
• 69828-89-3 1,2-bis(9-methoxy-10-anthryl)cyclopropenone 

Relevant articles and documents

Polyanthraquinocyclopropanes, Dianthraquinocyclopropanone, and Dianthraquinoethylene. Synthesis and Properties

Tris(9-anthron-10-ylidene)cyclopropane (7c) was prepared by the Friedel-Crafts reaction of 9-methoxyanthracene with trichloropropenium tetrachloroaluminate, followed by demethylation and oxidation of the resulting bis(9-hydroxy-10-anthryl)cyclopropenylidenanthrone.The corresponding triquinocyclopropanes with one or two anthraquino qroups replaced by 4-oxo-3,5-di-tert-butyl-2,5-cyclohexadien-1-ylidene groups (7a,b) were prepared by stepwise addition of 9-methoxyanthracene and 2,6-di-tert-butylphenol.Reaction of 2 equiv of 9-methoxyanthracene in an analogous fashion resulted in 2,3-bis(9-anthron-10-ylidene)cyclopropanone (8), which loses carbon monoxide photolytically to form dianthraquinoethylene (9).These materials are intensely colored, highly conjugated solids with electronic absorptions in the near infrared.Spectroscopic properties and results of Hueckel MO calculations are reported.