3-Bromo-9,9-dimethylfluorene, identified by its CAS number 1190360-23-6, is a specialized organic compound that has garnered significant attention in the fields of organic synthesis and advanced materials, particularly for its role as an OLED intermediate. Understanding its chemical properties is key to appreciating its value and application potential.

At its core, 3-Bromo-9,9-dimethylfluorene is a derivative of fluorene, a polycyclic aromatic hydrocarbon. Its molecular formula is C15H13Br, with a molecular weight of approximately 273.17 g/mol. The structure is characterized by a fluorene backbone, which is a tricyclic system consisting of two benzene rings fused to a central five-membered ring. In this specific compound, two methyl groups (CH3) are attached to the same carbon atom at the 9-position of the fluorene core, and a bromine atom (Br) is substituted at the 3-position of one of the benzene rings. This specific arrangement of functional groups – the bulky gem-dimethyl at the C9 position and the reactive bromine atom – imparts unique chemical reactivity and physical characteristics.

Physically, 3-Bromo-9,9-dimethylfluorene typically appears as a white crystalline powder. Its melting point is often cited in the range of 61.0 to 65.0 °C, although variations can occur depending on the precise purity and crystalline form. The presence of the bromine atom makes it a versatile substrate for a variety of organic reactions, such as cross-coupling reactions (e.g., Suzuki, Sonogashira, or Buchwald-Hartwig couplings), which are fundamental in building complex organic molecules. The gem-dimethyl group at the 9-position often helps to improve solubility and prevent aggregation in solution, which are important considerations for processing in electronic applications.

The primary application driving the demand for 3-Bromo-9,9-dimethylfluorene is its use as an intermediate in the synthesis of OLED materials. The fluorene unit itself is known for its good thermal stability and charge transport properties, making it a desirable scaffold for emissive and charge-transporting layers in OLED devices. By functionalizing the fluorene core with bromine, chemists can readily introduce other molecular fragments necessary to tune the electronic band gap, optimize charge injection/transport, and enhance luminescence efficiency and color purity in OLED emitters.

Beyond OLEDs, its utility extends to other areas of organic synthesis and materials science. Researchers may employ it as a building block for creating novel polymers, dendrimers, or other functional organic molecules with specific electronic or optical properties. Its accessibility as a commercially available intermediate makes it an attractive starting material for exploring new chemical pathways and developing innovative materials for various high-tech applications.

For any researcher or manufacturer looking to incorporate this compound into their processes, understanding these chemical nuances is crucial. The ability to reliably buy 3-Bromo-9,9-dimethylfluorene with high purity from a trusted supplier ensures the successful translation of its chemical potential into tangible advanced materials and devices.