17014-39-0

Basic information

• Product Name: 2,7-Dibromo-10-methylacridin-9(10H)-one
• Synonyms: 2,7-Dibromo-10-methylacridin-9(10H)-one
• CAS NO: 17014-39-0
• Molecular Formula: C₁₄H₉Br₂NO
• Molecular Weight: 367.04
• Mol File: 17014-39-0.mol
• Article Data: 3

Chemical Properties

• Melting Point: 282-283 °C
• Boiling Point: 478.4±45.0 °C(Predicted)
• Appearance: /
• Density: 1.781±0.06 g/cm3(Predicted)
• PKA: -3.85±0.20(Predicted)
• CAS DataBase Reference: 2,7-Dibromo-10-methylacridin-9(10H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2,7-Dibromo-10-methylacridin-9(10H)-one(17014-39-0)
• EPA Substance Registry System: 2,7-Dibromo-10-methylacridin-9(10H)-one(17014-39-0)

Safety Data

• Hazardous Substances Data: 17014-39-0(Hazardous Substances Data)

Usage

Uses

2,7-Dibromo-10-methylacridone is a versatile intermediate for the synthesis of acridinium-based photocatalysts.

Upstream product

• 719-54-0 10-methyl-9, 10-dihydro-9-acridinone 
• 578-95-0 10H-acridin-9-one 
• 64-17-5 ethanol 
• 10352-14-4 2,7-dibromoacridine-9(10H)-one 
• 127-09-3 sodium acetate 

Relevant articles and documents

Synthesis, photophysical and electrochemical studies of acridone-amine based donor-acceptors for hole transport materials

A series of new donor-acceptor molecules based on acridone-amine containing four aryl substituted 2,7-diaminoacridones (1-4) and morpholine substituted acridone compounds (5) were synthesized in good yields using palladium catalysed Buchwald-Hartwig C-N amination. Their absorption, photoluminescence and electrochemical properties were investigated in solution and in thin films. Photophysical properties were found to be affected by the electron donating capability of the substituents on the diaryl amines. Absorption showed intramolecular charge transfer transitions (ICT) in a range of 447-479 nm. These acridone amine derivatives emit in the green region (500-527 nm). Reversible oxidation waves were observed for compounds 1-5 in cyclic voltammetry. The HOMO (-4.95 to -5.11 eV) and LUMO (-2.36 to -2.56 eV) energy levels of 1-5 were calculated. The EHOMO for compounds 1-5 are similar with the most widely used hole transporting materials NPD, TPD and spiro-OMe-TAD. Hence we believe that these compounds have the potential to be used as hole transporting materials in optoelectronic devices.

Transparent and visible-light harvesting acridone-bridged mesostructured organosilica film

Transparent and visible light-harvesting acridone-bridged periodic mesoporous organosilica (PMO) films were prepared by acidic sol-gel polycondensation of non-methylated and N-methylated acridone-bridged bis-triethoxysilane precursors in the presence of a template surfactant via evaporation-induced self-assembly (EISA). A muddy film containing small aggregates was obtained from the non-methylated precursor. The aggregate was formed by strong intermolecular hydrogen bonds between N-H and CO of the acridone groups during EISA. However, a transparent PMO film was successfully formed from the N-methylated precursor. Capping of the amine group hindered the intermolecular hydrogen bonds and effectively suppressed aggregate formation. The obtained acridone-bridged PMO film showed a visible light absorption band with an edge at 430 nm and fluorescence emission centered at 500 nm. Furthermore, doping of a fluorescent dye into the mesochannels of the acridone-PMO promoted efficient energy funneling from the framework acridone groups into the dye, resulting in a strong fluorescence emission centered at 600 nm from the dye. The Royal Society of Chemistry 2010.