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6-Bromo-3H-1,3-benzoxazol-2-one (CAS No. 19932-85-5): A Comprehensive Overview

6-Bromo-3H-1,3-benzoxazol-2-one (CAS No. 19932-85-5) is a heterocyclic organic compound that has garnered significant attention in pharmaceutical and materials science research. This benzoxazole derivative features a bromine substituent at the 6-position, which enhances its reactivity and makes it a valuable intermediate in organic synthesis. The compound's unique molecular structure, combining a benzoxazole core with a bromine atom, contributes to its diverse applications across multiple industries.

The growing interest in 6-bromo-3H-1,3-benzoxazol-2-one synthesis reflects the broader trend in medicinal chemistry toward developing novel heterocyclic compounds. Researchers are particularly interested in how the brominated benzoxazole structure can be modified to create new drug candidates, especially given the current focus on targeted therapies and personalized medicine. The compound's molecular weight of 212.02 g/mol and its specific physicochemical properties make it suitable for various pharmaceutical applications.

From a chemical perspective, 6-bromo-3H-1,3-benzoxazol-2-one demonstrates interesting properties that make it valuable for organic synthesis. The bromine atom at the 6-position serves as an excellent leaving group, enabling various cross-coupling reactions that are fundamental in modern drug discovery. This characteristic aligns with current research trends in green chemistry and atom-efficient transformations, as scientists seek more sustainable methods for constructing complex molecular architectures.

The applications of CAS 19932-85-5 extend beyond pharmaceuticals. In materials science, this compound has shown potential in the development of organic electronic materials, particularly in the creation of novel fluorescent dyes and optoelectronic devices. The benzoxazole moiety is known for its electron-transporting properties, making derivatives like 6-bromo-3H-1,3-benzoxazol-2-one attractive candidates for OLED technologies and other advanced material applications.

Recent studies have explored the biological activity of 6-bromo-3H-1,3-benzoxazol-2-one and its derivatives, revealing promising results in various therapeutic areas. The compound's scaffold has been investigated for potential antimicrobial, anti-inflammatory, and anticancer properties, reflecting the pharmaceutical industry's ongoing search for new bioactive molecules. These investigations are particularly relevant given current global health challenges and the need for innovative therapeutic approaches.

The synthesis and purification of 6-bromo-3H-1,3-benzoxazol-2-one require specialized knowledge in organic chemistry techniques. Standard procedures typically involve the bromination of 3H-1,3-benzoxazol-2-one under controlled conditions, followed by careful purification to obtain the desired product. These processes are continuously being optimized to improve yields and reduce environmental impact, in line with the principles of sustainable chemistry.

From a commercial perspective, the market for benzoxazole derivatives like 6-bromo-3H-1,3-benzoxazol-2-one has been steadily growing. Pharmaceutical companies and research institutions are increasingly sourcing this compound for drug discovery programs, driving demand for high-quality material. Suppliers typically offer CAS 19932-85-5 in various quantities, with purity specifications tailored to different research needs.

Quality control is paramount when working with 6-bromo-3H-1,3-benzoxazol-2-one, as impurities can significantly affect research outcomes. Analytical techniques such as HPLC, NMR spectroscopy, and mass spectrometry are routinely employed to verify the compound's identity and purity. These quality assurance measures ensure that researchers can rely on consistent material properties for their experiments and development work.

Storage and handling of 6-bromo-3H-1,3-benzoxazol-2-one require standard laboratory precautions. The compound should be kept in a cool, dry environment, protected from light and moisture to maintain stability. While not classified as hazardous under normal handling conditions, appropriate personal protective equipment should be used when working with this chemical, as with all laboratory reagents.

The future outlook for 6-bromo-3H-1,3-benzoxazol-2-one research appears promising, with ongoing investigations into its potential applications. As synthetic methodologies advance and our understanding of structure-activity relationships improves, this compound and its derivatives are likely to play increasingly important roles in both pharmaceutical development and materials science innovation.

For researchers interested in exploring benzoxazole chemistry, 6-bromo-3H-1,3-benzoxazol-2-one represents a versatile building block with numerous possibilities. Its commercial availability and well-characterized properties make it an accessible starting point for various synthetic endeavors, from medicinal chemistry to materials design.

In conclusion, 6-bromo-3H-1,3-benzoxazol-2-one (CAS No. 19932-85-5) stands as an important compound in contemporary chemical research. Its unique structural features, synthetic utility, and potential applications across multiple scientific disciplines ensure its continued relevance in both academic and industrial settings. As research progresses, we can anticipate new discoveries that will further expand the utility of this interesting benzoxazole derivative.

• 74182-45-9(ethyl 6-bromo-2-oxo-1,3-benzoxazole-3(2H)-carboxylate)
• 14733-73-4(5-bromo-3H-1,3-benzoxazol-2-one)
• 81117-79-5(6-Amino-5-bromo-3-methyl-1,3-benzoxazol-2-one)
• 67927-44-0(6-Bromo-3-methyl-2,3-dihydro-1,3-benzoxazol-2-one)
• 50882-29-6(Phenyl N-(4-Bromophenyl)Carbamate)
• 70672-81-0(3(2H)-Benzoxazolecarboxylicacid, 5-bromo-2-oxo-, methyl ester)
• 70672-82-1(5-bromo-3-methyl-2,3-dihydro-1,3-benzoxazol-2-one)
• 5459-02-9(5,7-dibromo-1,3-benzoxazol-2(3H)-one)
• 86764-83-2(Carbamic acid, (3-bromophenyl)-, phenyl ester)
• 871367-14-5(7-bromo-2,3-dihydro-1,3-benzoxazol-2-one)