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  Inês S. Albuquerque,Hélia F. Jeremias,Miguel Chaves-Ferreira,Dijana Matak-Vinkovic,Omar Boutureira,Carlos C. Rom?o Chem. Commun., 2015,51, 3993-3996
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• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Biphenyls and derivatives

Comprehensive Guide to 4-(5-fluoro-2-hydroxyphenyl)benzoic Acid (CAS No. 1225847-06-2): Properties, Applications, and Market Insights

4-(5-fluoro-2-hydroxyphenyl)benzoic Acid (CAS No. 1225847-06-2) is a fluorinated aromatic compound with significant potential in pharmaceutical and material science applications. This hydroxybenzoic acid derivative features a unique molecular structure combining a fluorophenol moiety with a benzoic acid group, making it particularly interesting for researchers developing novel bioactive compounds.

The compound's chemical structure consists of a benzene ring substituted with a carboxylic acid group at position 1 and a 5-fluoro-2-hydroxyphenyl group at position 4. This specific arrangement contributes to its distinctive physicochemical properties, including moderate water solubility (enhanced in basic conditions due to the acidic proton) and notable stability under standard laboratory conditions. Recent studies suggest this fluorinated aromatic acid demonstrates interesting photophysical properties that could be valuable in advanced material applications.

In pharmaceutical research, 4-(5-fluoro-2-hydroxyphenyl)benzoic Acid serves as a valuable building block for drug development. Its structure combines features found in several important drug classes, including NSAIDs and fluorinated pharmaceuticals. The presence of both fluorine and hydroxyl groups makes it particularly useful for creating molecules with enhanced metabolic stability and improved target binding characteristics. Researchers are exploring its potential in developing new enzyme inhibitors and receptor modulators, especially in areas like inflammation and metabolic disorders.

The material science applications of CAS 1225847-06-2 are gaining attention due to the growing interest in fluorinated organic compounds for electronic materials. Its ability to participate in hydrogen bonding while providing electronic effects from the fluorine atom makes it a candidate for designing novel organic semiconductors and liquid crystal materials. These applications align with current trends in sustainable electronics and flexible display technologies.

Synthetic approaches to 4-(5-fluoro-2-hydroxyphenyl)benzoic Acid typically involve cross-coupling reactions between appropriately substituted benzene derivatives. The most common route begins with protected 5-fluoro-2-hydroxybenzene derivatives that undergo Suzuki-Miyaura coupling with 4-boronobenzoic acid esters, followed by deprotection. Alternative methods using Ullmann-type reactions have also been reported. The choice of synthetic pathway often depends on the desired purity level and scale of production.

Analytical characterization of 1225847-06-2 typically includes HPLC for purity assessment, NMR spectroscopy (particularly ¹⁹F NMR for verifying the fluorine position), and mass spectrometry for molecular weight confirmation. The compound shows characteristic UV-Vis absorption around 270-290 nm, which can be useful for quantification in solution. Thermal analysis reveals good stability up to approximately 200°C, making it suitable for various processing conditions.

The market for fluorinated benzoic acid derivatives like 4-(5-fluoro-2-hydroxyphenyl)benzoic Acid has shown steady growth, driven by increasing demand from both pharmaceutical and specialty chemical sectors. Current pricing trends reflect its status as a research-grade chemical, with costs varying based on purity (typically 95-98% for standard research use). Suppliers often provide custom synthesis options for bulk quantities, catering to the needs of industrial researchers.

Storage and handling recommendations for CAS 1225847-06-2 suggest keeping the compound in a cool, dry environment protected from light. While not classified as highly hazardous, standard laboratory precautions should be followed, including the use of personal protective equipment when handling the powder form. The compound is generally stable under inert atmosphere but may show gradual degradation upon prolonged exposure to humid conditions.

Recent patent literature reveals growing interest in 4-(5-fluoro-2-hydroxyphenyl)benzoic Acid derivatives, particularly in applications related to kinase inhibition and metabolic disease treatment. Several patent applications from 2022-2023 describe its incorporation into novel drug candidates, highlighting its versatility as a pharmacophore component. This aligns with current pharmaceutical industry focus on targeted therapies and precision medicine approaches.

Environmental and regulatory aspects of 1225847-06-2 are currently under study as part of broader evaluations of fluorinated organic compounds. While not subject to stringent controls, proper waste disposal methods should be followed according to local regulations. The compound's biodegradation profile and ecotoxicity are areas of active research, particularly given increasing scrutiny of fluorinated substances in the environment.

Future research directions for 4-(5-fluoro-2-hydroxyphenyl)benzoic Acid may explore its potential in metal-organic frameworks (MOFs) and other advanced materials, leveraging its dual hydrogen bonding capability. Additionally, its use in proteolysis targeting chimeras (PROTACs) and other emerging drug modalities represents an exciting frontier. The compound's unique combination of fluorine and phenolic hydroxyl groups offers multiple points for structural modification, making it a versatile scaffold for medicinal chemistry.

For researchers working with CAS 1225847-06-2, several key resources are available including detailed spectral data from major chemical databases and published synthetic protocols in recent literature. The compound's growing importance is reflected in its increasing appearance in chemical catalogues and custom synthesis offerings from specialty chemical providers worldwide.

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