Product Description
6-Bromo-2-naphthol、15231-91-1
AI Product Description
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6-Bromo-2-naphthol, chemically designated as 6-bromo-2-naphthalenol, is a specialized organic compound widely utilized in the fields of pharmaceutical synthesis and materials science. With the molecular formula C10H7BrO and a molecular weight of approximately 235.07 g/mol, this substance features a naphthalene core substituted with a hydroxyl group at the second position and a bromine atom at the sixth position. Its primary CAS registry number is 2984-95-2, which serves as its unique identifier for chemical databases and regulatory compliance globally.
The compound appears as a pale yellow to off-white crystalline powder or solid, exhibiting moderate solubility in common organic solvents such as ethanol, acetone, and dichloromethane, while showing limited solubility in water. This specific substitution pattern endows 6-Bromo-2-naphthol with significant reactivity, making it an invaluable intermediate in multi-step organic synthesis. One of its most prominent applications lies in the production of advanced dyes and pigments. The presence of both the phenolic hydroxyl group and the halogen substituent allows for versatile coupling reactions, facilitating the creation of azo dyes and other chromophores used extensively in textile, paper, and leather industries.
Furthermore, this molecule plays a crucial role in the development of novel pharmaceutical agents. It serves as a key building block for synthesizing biologically active heterocycles, including quinolones and various kinase inhibitors, which are investigated for their potential therapeutic effects against cancer and infectious diseases. In the realm of material science, derivatives of 6-Bromo-2-naphthol are explored for use in liquid crystals and optoelectronic materials due to their rigid aromatic structure and electronic properties. Researchers also utilize it in cross-coupling reactions, such as Suzuki-Miyaura or Heck couplings, to construct complex conjugated systems for organic electronics. Due to its reactive nature, handling requires standard laboratory safety precautions, including the use of personal protective equipment, to avoid skin irritation or inhalation risks. As demand grows for high-performance functional materials and targeted drug therapies, 6-Bromo-2-naphthol remains a critical reagent in modern chemical research and industrial manufacturing processes.