• 1. An atom efficient route to N-aryl and N-alkyl pyrrolines by transition metal catalysis?
  Supaporn Sawadjoon,Joseph S. M. Samec Org. Biomol. Chem., 2011,9, 2548-2554
• 2. An amorphous carbon nitride/NiO/CoN-based composite: a highly efficient nonprecious electrode for supercapacitors and the oxygen evolution reaction?
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• 3. An all-solid-state asymmetric device based on a polyaniline hydrogel for a high energy flexible supercapacitor?
  Hamid Heydari,Mohammad B. Gholivand New J. Chem., 2017,41, 237-244
• 4. An aptasensor for the detection of ampicillin in milk using a personal glucose meter
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• 5. An artificial photosynthetic system for photoaccumulation of two electrons on a fused dipyridophenazine (dppz)–pyridoquinolinone ligand?
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• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Biphenyls and derivatives Chlorinated biphenyls

3-(2-Chlorophenyl)-5-hydroxybenzoic Acid (CAS 1258622-08-0): A Comprehensive Scientific Profile

3-(2-Chlorophenyl)-5-hydroxybenzoic acid (CAS 1258622-08-0) is a specialized chlorinated benzoic acid derivative that has garnered significant attention in pharmaceutical research and organic synthesis. This aromatic carboxylic acid compound features a unique molecular architecture combining a hydroxyl group at the 5-position and a 2-chlorophenyl substituent, creating distinct electronic and steric properties that make it valuable for various applications.

The compound's molecular formula C13H9ClO3 and molecular weight 248.66 g/mol place it in an interesting category of biologically active small molecules. Researchers particularly value its balanced lipophilicity-hydrophilicity ratio, which is crucial for drug design applications. The presence of both electron-withdrawing (chloro) and electron-donating (hydroxy) groups creates a polarized electronic environment that influences its chemical reactivity and intermolecular interactions.

In pharmaceutical contexts, 3-(2-Chlorophenyl)-5-hydroxybenzoic acid serves as a versatile building block for drug discovery. Its structural features make it particularly suitable for developing enzyme inhibitors and receptor modulators. Recent studies (2022-2023) have explored its potential in designing novel anti-inflammatory agents, with some derivatives showing promising COX-2 selectivity - a hot topic in pain management research.

The compound's synthetic versatility allows for various modifications, making it attractive for medicinal chemistry applications. Researchers can easily functionalize the hydroxy group or the carboxylic acid moiety to create diverse analogs. This adaptability answers a common search query about "modifiable pharmaceutical intermediates with chlorophenyl groups." The 2-chloro substitution pattern on the phenyl ring is particularly interesting as it often enhances metabolic stability compared to unsubstituted analogs.

From a material science perspective, 1258622-08-0 has shown potential in creating functional organic materials. Its ability to form hydrogen-bonded networks through both the hydroxy and carboxyl groups makes it a candidate for designing molecular crystals with specific properties. This application aligns with growing interest in "designer molecular materials for electronic applications."

The analytical characterization of 3-(2-Chlorophenyl)-5-hydroxybenzoic acid typically involves HPLC, NMR spectroscopy, and mass spectrometry. These techniques confirm its high purity (>98%), which is crucial for research applications. The compound's UV-Vis spectrum shows characteristic absorption around 270-290 nm, useful for analytical method development - a frequent topic in chemical forum discussions.

In terms of safety profile, while not classified as hazardous, standard laboratory precautions should be followed when handling 1258622-08-0. Proper personal protective equipment (PPE) including gloves and safety glasses is recommended, addressing common workplace safety queries. The compound's stability data suggests it should be stored under ambient conditions in well-sealed containers, protected from light.

The commercial availability of 3-(2-Chlorophenyl)-5-hydroxybenzoic acid has increased significantly since 2020, reflecting growing research interest. Current market analysis shows it's primarily supplied by specialty chemical manufacturers serving the pharmaceutical intermediate sector. Pricing trends indicate stable demand, with most inquiries coming from North American and European research institutions.

Future research directions for CAS 1258622-08-0 may explore its potential in green chemistry applications, particularly in catalytic transformations. The compound's structural features make it a candidate for developing organocatalysts - a trending topic in sustainable chemistry. Additionally, its possible role in metal-organic frameworks (MOFs) design warrants investigation, addressing searches about "chlorophenyl-containing MOF linkers."

For researchers considering 3-(2-Chlorophenyl)-5-hydroxybenzoic acid in their work, several key considerations emerge. The compound's solubility profile (soluble in most organic solvents but limited in water) affects formulation strategies. Its acid dissociation constant (pKa ~4.2 for the carboxyl group) influences behavior in biological systems. These physicochemical properties answer frequent technical questions about "working with chlorinated benzoic acids."

In conclusion, 3-(2-Chlorophenyl)-5-hydroxybenzoic acid represents an important chemical tool with diverse applications across multiple scientific disciplines. Its unique combination of substituent effects and functional group compatibility makes it valuable for both drug discovery and material science applications. As research continues to uncover new uses for this versatile compound, its importance in scientific innovation is likely to grow.

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