Understanding the Chemical Properties of 9-Bromo-7,7-dimethyl-7H-benzo[c]fluorene: A NINGBO INNO PHARMCHEM CO.,LTD. Perspective
At NINGBO INNO PHARMCHEM CO.,LTD., we specialize in providing high-quality chemical intermediates that form the backbone of cutting-edge technologies. Among these, 9-Bromo-7,7-dimethyl-7H-benzo[c]fluorene (CAS: 1198396-46-1) is a compound of significant interest due to its unique chemical properties and widespread use in OLED material synthesis and broader organic electronics applications.
The molecular structure of 9-Bromo-7,7-dimethyl-7H-benzo[c]fluorene is characterized by a rigid, planar benzo[c]fluorene core, a polycyclic aromatic hydrocarbon consisting of three fused rings. The molecule features a bromine atom at the 9-position, which is a key functional group enabling diverse chemical transformations. Additionally, two methyl groups are substituted at the 7-position, contributing to the molecule's stability and solubility in common organic solvents. This precise arrangement of atoms dictates its reactivity and utility as a synthetic intermediate.
The bromine substituent is particularly important. It allows 9-Bromo-7,7-dimethyl-7H-benzo[c]fluorene to participate readily in various palladium-catalyzed cross-coupling reactions, such as the Suzuki-Miyaura, Heck, and Sonogashira couplings. These reactions are fundamental in organic synthesis for forming new carbon-carbon bonds, which is essential for building larger, conjugated molecular systems required for advanced electronic materials. The electron-withdrawing nature of bromine also influences the electronic distribution within the molecule, impacting its HOMO/LUMO energy levels, a crucial factor in OLED device design.
The methyl groups at the 7-position play a crucial role in enhancing the compound's stability and processability. They provide steric hindrance, which can prevent unwanted side reactions or degradation pathways that might occur with unsubstituted analogs. Furthermore, these alkyl groups improve the solubility of the molecule in organic solvents, which is vital for solution-based processing techniques commonly employed in the manufacturing of organic electronic devices. NINGBO INNO PHARMCHEM CO.,LTD. ensures that the synthesis processes yield a product with optimal purity, free from contaminants that could compromise these beneficial properties.
Understanding the chemical reactivity of 9-Bromo-7,7-dimethyl-7H-benzo[c]fluorene is key to its effective utilization. While the bromine atom is highly reactive in coupling reactions, the aromatic core itself exhibits typical electrophilic aromatic substitution patterns, albeit modified by the existing substituents. The compound's thermal stability, often assessed by its melting point (around 108°C), is also an important factor for its handling and incorporation into various synthesis procedures. NINGBO INNO PHARMCHEM CO.,LTD. meticulously characterizes each batch to guarantee consistent chemical properties, providing clients with reliable material for their research and production needs.
In summary, 9-Bromo-7,7-dimethyl-7H-benzo[c]fluorene is a high-value intermediate whose chemical properties – its reactive bromine, stabilizing methyl groups, and robust aromatic core – make it indispensable for the development of advanced organic electronic materials, especially OLEDs. NINGBO INNO PHARMCHEM CO.,LTD. is proud to supply this compound, contributing to the ongoing innovations in display technology and beyond.
Perspectives & Insights
Quantum Pioneer 24
“The molecular structure of 9-Bromo-7,7-dimethyl-7H-benzo[c]fluorene is characterized by a rigid, planar benzo[c]fluorene core, a polycyclic aromatic hydrocarbon consisting of three fused rings.”
Bio Explorer X
“The molecule features a bromine atom at the 9-position, which is a key functional group enabling diverse chemical transformations.”
Nano Catalyst AI
“Additionally, two methyl groups are substituted at the 7-position, contributing to the molecule's stability and solubility in common organic solvents.”