25889-63-8

Basic information

• Product Name: 8,9-dimethylfluoranthene
• CAS NO: 25889-63-8
• Molecular Formula: C₁₈H₁₄
• Molecular Weight: 230.3038
• Mol File: 25889-63-8.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 406.6°C at 760 mmHg
• Flash Point: 191.5°C
• Density: 1.183g/cm³
• Vapor Pressure: 1.89E-06mmHg at 25°C
• Refractive Index: 1.786
• CAS DataBase Reference: 8,9-dimethylfluoranthene(CAS DataBase Reference)
• NIST Chemistry Reference: 8,9-dimethylfluoranthene(25889-63-8)
• EPA Substance Registry System: 8,9-dimethylfluoranthene(25889-63-8)

Safety Data

• Hazardous Substances Data: 25889-63-8(Hazardous Substances Data)

Upstream product

• 857625-86-6 C₁₈H₁₈ 
• 208-96-8 acenaphthylene 
• 83-32-9 acenaphthene 
• 82-86-0 acenaphthene quinone 
• 2963-87-3 trans-1,2-acenaphthalenediol 
• 1598372-57-6 8,9-dimethyl-6b,7,10,10a-tetrahydrofluoranthene-6b,10a-diol 

Relevant articles and documents

Molecular clips with extended aromatic sidewalls as receptors for electron-acceptor molecules. Synthesis and NMR, photophysical, and electrochemical properties

(Figure Presented) We have synthesized molecular clips 1 comprising (i) two benzo[k]fluoranthene sidewalk and (ii) a dimethylene-connected benzene bridge that carries two acetoxy (1a), hydroxy (1b), or methoxy (1c) substituents in the para position. Their NMR spectra, single-crystal structures, and photophysical (fluorescence intensity, lifetime, depolarization) and electrochemical properties are discussed. For the purpose of comparison, similar compounds (2 and 3) containing only one benzo[k]fluoranthene unit have been prepared and studied. The strongly fluorescent clips 1 form stable complexes with electron-acceptor guests because of a highly negative electrostatic potential on the inner van der Waals surface of their cavity. The complexation constants in chloroform solution for a variety of guests, determined by NMR and fluorescence titration, are much larger than those of the corresponding anthracene and naphthalene clips (4 and 5), particularly in the case of extended aromatic guests. The effect of the substituents in the para position of the benzene spacer unit of clips 1 is discussed on the basis of the host-guest complex structures obtained by X-ray analysis and molecular mechanics simulations. In the case of 9-dicyanomethylene-2,4,7-trinitrofluorene (TNF) guest, complex formation with clip 1a causes dramatic changes in the photophysical and electrochemical properties: (i) a new charge-transfer band at 600 nm arises, (ii) a very efficient quenching of the strong benzo[k]fluoranthene fluorescence takes place, (iii) shifts of both the first oxidation (clip-centered) and reduction (TNF-centered) potentials are observed, and (iv) reversible disassembling of the complex can be obtained by electrochemical stimulation.

Benzannulation via ruthenium-catalyzed diol-diene [4+2] cycloaddition: One- and two-directional syntheses of fluoranthenes and acenes

A new benzannulation protocol is described and applied to the synthesis of polycyclic aromatic hydrocarbons. Ruthenium(0)-catalyzed diol-diene [4+2] cycloaddition delivers cyclohex-1-ene-4,5-diols, which are subject to aromatization upon dehydration or Nicholas diol deoxydehydration. Employing diol and tetraol reactants, benzannulation can be conducted efficiently in one- and two-directional modes, respectively, as illustrated in the construction of substituted fluoranthenes and acenes.