529-85-1

Basic information

• Product Name: 9-FLUOROANTHRACENE
• Synonyms: 9-FLUOROANTHRACENE
• CAS NO: 529-85-1
• Molecular Formula: C14H9F
• Molecular Weight: 196.2196632
• Mol File: 529-85-1.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 340.9 °C at 760 mmHg
• Flash Point: 129.7 °C
• Appearance: /
• Density: 1.212 g/cm³
• Vapor Pressure: 0.000165mmHg at 25°C
• Refractive Index: 1.69
• CAS DataBase Reference: 9-FLUOROANTHRACENE(CAS DataBase Reference)
• NIST Chemistry Reference: 9-FLUOROANTHRACENE(529-85-1)
• EPA Substance Registry System: 9-FLUOROANTHRACENE(529-85-1)

Safety Data

• Hazardous Substances Data: 529-85-1(Hazardous Substances Data)

Usage

General Description

9-Fluoroanthracene is a fluorinated polycyclic aromatic hydrocarbon compound with the chemical formula C14H9F. It is a yellowish crystalline solid that is insoluble in water but soluble in organic solvents. 9-Fluoroanthracene is used in the manufacture of dyes, optical brighteners, and organic semiconductors. It is a potential environmental pollutant and may pose health risks due to its toxicity and potential to bioaccumulate in the food chain. The compound is also of interest in scientific research as a fluorescent probe in bioimaging and as a precursor for the synthesis of other fluorinated organic compounds.

InChI:InChI=1/C14H9F/c15-14-12-7-3-1-5-10(12)9-11-6-2-4-8-13(11)14/h1-9H

Upstream product

• 25911-43-7 9-Fluor-1,2,3,4,5,6,7,8-octahydroanthracen 
• 1468-95-7 9-hydroxymethylanthracene 
• 74928-67-9 9-(1-hydroxyethyl)anthracene 
• 120-12-7 anthracene 
• 72948-52-8 9-(1-hydroxybenzyl)-10-methylanthracene 
• 642-31-9 9-anthracene aldehyde 
• 602-60-8 9-nitroanthracene 
• 67-68-5 dimethyl sulfoxide 
• 67-66-3 chloroform 
• 13387-47-8 9,10-di-tert-butyl-9,10-dihydroanthracene 
• 779-03-3 9-aminoanthracene 
• 25911-42-6 9-amino-1,2,3,4,5,6,7,8-octahydroanthracene 
• 1564-64-3 9-Bromoanthracene 

Relevant articles and documents

On the Reactions of Thiols, Sulfenic Acids, and Sulfinic Acids with Hydrogen Peroxide

The reaction of thiols with H2O2 is central to many processes essential to life, from protein folding to redox signaling. The initial products are assumed to be sulfenic acids, but their observation, and the kinetic and mechanistic characterization of their subsequent reactions, has proven challenging. The introduction of a 9-fluorotriptycene substituent enabled the use of 19F NMR to directly monitor the reaction of a thiol with H2O2 to yield a sulfenic acid, and its subsequent oxidation to sulfinic and sulfonic acids. The oxidations are specific base catalyzed, as revealed by the lack of isotope effects and the dependence of the kinetics on pH but not buffer concentration.

Fluorination of Bi- and polycyclic aromatic hydrocarbons with N-fluorobis(phenylsulfonyl)amine in the absence of solvent

Reactions of N-fluorobis(phenylsulfonyl)amine with naphthalene, 1-methylnaphthalene, phenanthrene, anthracene, and pyrene without solvent were investigated. Sometimes the fluorination of aromatic compounds with N-fluorobis(phenylsulfonyl)amine without solvent proceeded more selectively than at the use of fluorinating reagents in solution.

Facile one-pot fluorination of polycyclic aromatic hydrocarbons (PAHs) with N-fluoro-2,4-dinitroimidazole; scope and limitation

The synthetic utility of N-fluoro-2,4-dinitro-imidazole NF-2,4-DNT, a recently introduced NF fluorinating agent, has been tested for direct one-pot fluorination of several classes of polycyclic aromatic hydrocarbons, PAHs, namely pyrene, crowded alkyl(cycloalkyl)-pyrenes; hexahydro-and tetrahydro-pyrene; benzo[a]anthracene; benzo[a]-and benzo[e] pyrene; perylene; 2,7-di-tert-butylphenanthrene;chrysene; 9-imethylanthracene and anthracene, as well as trans-15:16-dimethyl-dihydropyrene: azulene[2-a]lacenaphthylene and azulene. Although the isolated yields are modest, the ease of handling of the reagent, simple operation (reflux in dichloroethane for 3 days) and the use of 1.1 equivalent of the reagent makes the procedure quite attractive for polynuclear aromatics, avoiding multi-step operations (NO2-PAH → NH2-PAH → N2+-PAH → F-PAH) or the use of toxic or costly reagents (CF3OF, XeF2, etc.); it provides direct one-pot access to a variety of F-PAHs that are not readily made using: other fluorinating agents.