Overview
2-Bromo-9-fluorenone is a brominated derivative of fluorenone, characterized by its pale yellow crystalline appearance. It serves as a versatile intermediate in organic synthesis, particularly in the pharmaceutical and agrochemical industries. The compound is valued for its reactivity in cross-coupling reactions and other transformations. The chemical is typically synthesized through bromination of fluorenone under controlled conditions. Its stability and solubility in common organic solvents make it a practical choice for laboratory and industrial applications.
Physical and Chemical Properties
2-Bromo-9-fluorenone exhibits a melting point of approximately 120-122°C, making it a solid at room temperature. It is sparingly soluble in water but dissolves readily in polar organic solvents such as ethanol, acetone, and dichloromethane. The bromine atom at the 2-position enhances its reactivity in electrophilic and nucleophilic substitution reactions. The compound's molecular weight is 259.10 g/mol, and its structure includes a conjugated aromatic system, which contributes to its stability. Its key chemical property is its ability to participate in palladium-catalyzed coupling reactions, which are widely used in pharmaceutical synthesis.
Main Applications
2-Bromo-9-fluorenone is primarily used as an intermediate in the synthesis of more complex organic molecules. In the pharmaceutical industry, it serves as a building block for active pharmaceutical ingredients (APIs) and drug candidates. Its bromine moiety allows for further functionalization via cross-coupling reactions. Additionally, the compound finds applications in agrochemical research, where it is used to develop pesticides and herbicides. Its role in material science includes the preparation of organic semiconductors and fluorescent dyes, leveraging its aromatic structure and reactivity.
Safety and Storage
Handling 2-bromo-9-fluorenone requires caution due to its potential to irritate the skin, eyes, and respiratory system. Personal protective equipment (PPE), including gloves and safety goggles, is recommended. Work should be conducted in a fume hood to minimize inhalation exposure. The compound should be stored in a tightly sealed container in a cool, dry place, away from direct sunlight and moisture. Incompatible materials include strong oxidizing agents. Spills should be contained and cleaned up promptly using appropriate absorbents.
B2B Procurement Guide
When procuring 2-bromo-9-fluorenone, buyers should prioritize suppliers who provide certificates of analysis (CoA) to verify purity and identity. Bulk orders may require lead time for custom synthesis, especially for high-purity grades. Pricing varies based on quantity and supplier, with reference ranges typically between $50 and $200 per gram. Key considerations include packaging options (e.g., glass bottles or bulk drums), shipping conditions (room temperature is generally sufficient), and regulatory compliance (e.g., REACH or TSCA). Establishing long-term supplier relationships can ensure consistent quality and availability.
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