64094-28-6

Basic information

• Product Name: 1,2,3,4,5,6,7,8-octamethylanthracene
• Synonyms: Anthracene, 1,2,3,4,5,6,7,8-octamethyl-
• CAS NO: 64094-28-6
• Molecular Formula: C₂₂H₂₆
• Molecular Weight: 290.4418
• Mol File: 64094-28-6.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 477.7°C at 760 mmHg
• Flash Point: 239.3°C
• Density: 1.008g/cm³
• Vapor Pressure: 7.9E-09mmHg at 25°C
• Refractive Index: 1.615
• CAS DataBase Reference: 1,2,3,4,5,6,7,8-octamethylanthracene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3,4,5,6,7,8-octamethylanthracene(64094-28-6)
• EPA Substance Registry System: 1,2,3,4,5,6,7,8-octamethylanthracene(64094-28-6)

Safety Data

• Hazardous Substances Data: 64094-28-6(Hazardous Substances Data)

Usage

Chemical structure

A polycyclic aromatic hydrocarbon with eight methyl groups attached to the anthracene molecule.

Physical appearance

White to pale yellow solid.

Fluorescence

Strong fluorescence, used as a fluorescent tracer in biological and chemical research.

Synthesis use

Building block in the synthesis of other organic compounds, particularly in the production of dyes and pigments.

Melting point

High melting point.

Solubility

Insoluble in water, but soluble in organic solvents such as benzene and ether.

Environmental impact

Potential environmental pollutant due to persistence in the environment and potential to bioaccumulate in living organisms.

Handling and disposal

Proper handling and disposal are important to prevent harm to the environment and human health.

Upstream product

• 5082-88-2 2,2',3,3',4,4',5,5',6,6'-decamethyldiphenylmethane 

Relevant articles and documents

Thermal and Photochemical Reactions of Aromatic Compounds in Trifluoroacetic Acid, Involving Carbocations and Radical Cations

Upon dissolution of 2,2',3,3',4,4',5,5',6,6'-decamethyldiphenylmethane (1) in trifluoroacetic acid (TFA), a deep-seated transformation takes place with eventual formation of 1,2,3,4,5,6,7,8-octamethylanthracene (OMA) and its radical cation.The formation of OMA is initiated by the establishment of an equilibrium involving proton-induced cleavage of 1 to give pentamethylbenzyl cation and pentamethylbenzene.Species 1-H+ undergoes intramolecular methyl transfer to pentamethylbenzene, to give a nonamethyldiphenylmethane with one free ortho position (NMDM) and hexamethylbenzene.Pentamethylbenzyl cation then acts as a hydride-transfer oxidant toward NMDM (at the 2-methyl position), yielding 9,10-dihydro-OMA, from which OMA is obtained by a second hydride-transfer step and proton loss.The oxidation of OMA to OMA.+ in TFA is light-dependent, most likely by excitation of OMA to 1OMA* followed by electron transfer to the TFA dimer.If electron transfer is synchronous with or very rapidly followed by proton transfer within the dimer, the back electron transfer step is blocked.As an experimentally convenient model, the electron transfer reaction between 9,10-dimethyl-2,3,6,7-tetramethoxyanthracene and TFA was studied in detail, showing that this process is strongly dependent on light.Under dark conditions, one can also detect a thermal component of the electron transfer reaction, but it is very slow (k = 10-6-10-7 M-1 s-1) and not definitively established.