94255-63-7

Basic information

• Product Name: 9-(4-bromophenyl)acridine
• Synonyms: acridine, 9-(4-bromophenyl)-
• CAS NO: 94255-63-7
• Molecular Formula: C₁₉H₁₂BrN
• Molecular Weight: 334.2093
• Mol File: 94255-63-7.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 452.2°C at 760 mmHg
• Flash Point: 227.3°C
• Density: 1.438g/cm³
• Vapor Pressure: 6.13E-08mmHg at 25°C
• Refractive Index: 1.725
• CAS DataBase Reference: 9-(4-bromophenyl)acridine(CAS DataBase Reference)
• NIST Chemistry Reference: 9-(4-bromophenyl)acridine(94255-63-7)
• EPA Substance Registry System: 9-(4-bromophenyl)acridine(94255-63-7)

Safety Data

• Hazardous Substances Data: 94255-63-7(Hazardous Substances Data)

Upstream product

• 586-76-5 4-Bromobenzoic acid 
• 122-39-4 diphenylamine 
• 17583-00-5 2-phenylaminobenzonitrile 
• 5467-74-3 4-Bromophenylboronic acid 

Downstream Products

• 863678-35-7 9-(4-(N,N-di(4-trimethylsilylethynylphenyl))aminophenyl)acridine 
• 863678-34-6 9-(4-(N,N-di(4-ethynylphenyl)amino)phenyl)acridine 
• 863678-26-6 9-(4-(N-(4-bromophenyl)-N-(4-methoxyphenyl)amino)phenyl)acridine 
• 863678-25-5 9-(4-(N-(4-bromophenyl)-N-(4-methylphenyl)amino)phenyl)acridine 
• 863678-24-4 9-(4-(N-(4-bromophenyl)-N-(4-chlorophenyl)amino)phenyl)acridine 
• 863678-23-3 9-(4-(N-(4-methoxyphenyl)amino)phenyl)acridine 
• 863678-21-1 9-(4-(N-(4-chlorophenyl)amino)phenyl)acridine 
• 863678-22-2 9-(4-(N-(4-methylphenyl)amino)phenyl)acridine 
• 863678-36-8 9-(4-(N-(4-trimethylsilylethynylphenyl))aminophenyl)acridine 

Relevant articles and documents

Pd-Catalyzed Approach for Assembling 9-Arylacridines via a Cascade Tandem Reaction of 2-(Arylamino)benzonitrile with Arylboronic Acids in Water

A novel palladium-catalyzed protocol for the synthesis of 9-arylacridines via tandem reaction of 2-(arylamino)benzonitrile with arylboronic acids in water has been developed with good functional group tolerance. The present synthetic route could be readily scaled up to gram quantity without difficulty. This methodology was further extended to the synthesis of a 4′-OH derivative, which showed estrogenic biological activity. Preliminary mechanistic experiments showed that this transformation involves a nucleophilic addition of aryl palladium species to the nitrile to generate an aryl ketone intermediate followed by an intramolecular Friedel-Crafts acylation and dehydration to acridines.

Photoinduced charge transfer processes along triarylamine redox cascades

In this paper, we describe the synthesis and photophysical properties of a series of acridine-triarylamine redox cascades. These cascades were designed in order to promote photoinduced hole transfer from an acridine fluorophore into an adjacent triarylamine. The excited dipolar state then injects a hole into the triarylamine redox cascade. Subsequently, the hole migrates along the redox gradient which was tuned by the substituents attached to the triarylamine redox centers. The rate of hole migration was determined by fluorescence lifetime measurements and is in the ns regime and depends strongly on the solvent polarity. The photophysical processes were also investigated by femtosecond broadband pump-probe spectroscopy. Our studies reveal different dynamic processes in the cascades depending on the solvent polarity, e.g., direct charge separation after photoexcitation vs a two step hole transfer mechanism.