Understanding the fundamental chemical structure and properties of an intermediate is crucial for its effective application, particularly in specialized fields like organic electronics. 3-Bromo-9-(2-naphthyl)carbazole (CAS: 934545-80-9) is a molecule whose design imparts specific characteristics highly valued in the synthesis of advanced materials. As a chemical manufacturer and supplier, we provide this compound with precise specifications to meet the demanding requirements of our B2B clientele.

Decoding the Molecular Structure

The name 3-Bromo-9-(2-naphthyl)carbazole itself offers significant clues about its molecular architecture:

  • Carbazole Core: This is a tricyclic aromatic heterocyclic compound consisting of two benzene rings fused to a central pyrrole ring, with the nitrogen atom at position 9. The carbazole moiety is planar and electron-rich, contributing to good charge transport properties and thermal stability.
  • Bromine Substituent at Position 3: A bromine atom is attached to the carbon atom at the 3-position of the carbazole ring. Bromine is a halogen atom that serves as an excellent leaving group, making this position highly reactive for various cross-coupling reactions. This functional handle is key to its utility as a synthetic intermediate.
  • 2-Naphthyl Group at Position 9: A naphthyl group, specifically attached via its 2-position, is bonded to the nitrogen atom (position 9) of the carbazole core. The naphthalene moiety is a polycyclic aromatic hydrocarbon that extends the π-conjugation of the molecule. This extension can influence electronic properties, such as the HOMO/LUMO energy levels, and can also affect intermolecular interactions like π-π stacking.

The molecular formula for this compound is C₂₂H₁₄BrN, and its molecular weight is approximately 372.26 g/mol. These fundamental aspects are critical for stoichiometric calculations in synthesis and for understanding its physical properties.

Key Physical and Chemical Properties

Based on its structure and typical supplier specifications, 3-Bromo-9-(2-naphthyl)carbazole exhibits several important properties:

  • Appearance: It is commonly supplied as a white to yellow crystalline powder. The specific color can sometimes indicate slight variations in purity or crystal form, but high-purity grades are typically pale yellow to white.
  • Purity: For applications in organic electronics, high purity is essential. Manufacturers typically offer this compound with an assay of ≥98.0% (often determined by HPLC).
  • Melting Point: Reported melting points generally fall within a range, often around 131.0-135.0°C or 180-185°C, depending on the source and specific crystalline form. A sharp melting point range is indicative of high purity.
  • Solubility: It is generally soluble in common organic solvents such as tetrahydrofuran (THF), dichloromethane (DCM), and dimethylformamide (DMF). It is typically poorly soluble or insoluble in water, which is characteristic of many organic molecules with large aromatic systems.
  • Thermal and Photochemical Stability: The carbazole and naphthyl aromatic systems confer good thermal and photochemical stability, which is crucial for its use in electronic devices that operate under various conditions.

Significance for Material Scientists and Buyers

For B2B buyers, understanding these properties is vital for determining suitability for their specific applications, ensuring proper storage conditions, and designing synthetic routes. The reactive bromine site allows for integration into larger conjugated systems, while the inherent electronic properties of the carbazole-naphthyl framework contribute to efficient charge transport and light emission. When you purchase 3-Bromo-9-(2-naphthyl)carbazole from a reputable manufacturer like us, you are assured of a product that meets these critical specifications, enabling reliable performance in your R&D and manufacturing processes. We encourage you to request our technical datasheets for detailed information and discuss your purchase requirements.