For the discerning chemist, understanding the intricacies of a chemical compound is fundamental to its effective utilization. 9-Acetylanthracene, known by its CAS number 784-04-3, is a molecule that offers a rich platform for synthetic exploration. This article offers a scientific perspective on its chemistry, structure, and applications for researchers and formulators.

Structural Features and Reactivity of 9-Acetylanthracene

At its core, 9-Acetylanthracene (C16H12O) is an anthracene derivative featuring an acetyl group (-COCH3) attached at the C9 position of the anthracene ring system. This structural arrangement imparts specific electronic and steric properties. The extended pi-conjugation of the anthracene core influences its spectroscopic characteristics, often appearing as a yellow to yellow-brown crystalline powder with a melting point around 75-76 °C. The carbonyl group of the acetyl moiety is electron-withdrawing and can undergo typical ketone reactions, such as nucleophilic addition, reduction, and condensation. The reactivity of the anthracene system itself, particularly its susceptibility to electrophilic substitution and Diels-Alder reactions under specific conditions, further enhances its utility as a synthon.

Synthetic Pathways Involving 9-Acetylanthracene

Chemists leverage 9-Acetylanthracene as a critical starting material or intermediate in various synthetic sequences. The acetyl group can be modified through reactions like Wittig reactions to form alkenes, or through Baeyer-Villiger oxidation to form esters. Furthermore, the aromatic rings of the anthracene system can be functionalized. For instance, halogenation or nitration reactions can occur on the anthracene rings, with regioselectivity influenced by the existing acetyl group. These transformations allow for the construction of diverse molecular architectures, from complex organic ligands to precursors for advanced functional materials.

Applications in Research and Industry

The research applications of 9-Acetylanthracene are broad, spanning organic electronics, photochemistry, and medicinal chemistry. Its anthracene backbone is known for its fluorescence properties, making its derivatives of interest in optical sensors and fluorescent probes. In the pharmaceutical sector, it can serve as an intermediate for synthesizing bioactive compounds. For scientists looking to buy 9-Acetylanthracene, understanding these potential applications helps in planning synthesis strategies and identifying reliable suppliers who can provide consistent quality, often with a purity exceeding 95%.

Sourcing and Quality Considerations for Chemists

When procuring 9-Acetylanthracene (CAS 784-04-3) for laboratory use, chemists should prioritize suppliers who offer detailed analytical data, such as NMR and GC-MS spectra, alongside the Certificate of Analysis. This ensures the identity and purity of the material, which is vital for the success of complex synthetic routes. Engaging with manufacturers or distributors who specialize in fine chemicals and research compounds is recommended to ensure the availability of high-quality material when needed.

In summary, the chemistry of 9-Acetylanthracene is rich and multifaceted, offering significant potential for synthetic chemists. Its structural features and reactivity make it a valuable intermediate for innovation across various scientific disciplines.