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(S)-2-(2-methoxyphenyl)propanoic acid; CAS No.: 81616-80-0 (S)-2-(2-methoxyphenyl)propanoic acid. PROPERTIES: (S)-2-(2-methoxyphenyl)propanoic acid is a crystalline solid with a molecular weight of 190.2 g/mol. It has a melting point between 110-115 C and exhibits moderate solubility in water. The compound is more soluble in polar organic solvents like methanol and ethyl acetate. When handling (S)-2-(2-methoxyphenyl)propanoic acid, protective equipment including gloves and eye protection should be worn. Storage should be in a tightly sealed container at temperatures below 25 C, preferably in a desiccator to protect against moisture. The compound is sensitive to acidic conditions, which may cause hydrolysis of the ester group. APPLICATIONS: The chiral structure of (S)-2-(2-methoxyphenyl)propanoic acid makes it valuable in asymmetric synthesis and pharmaceutical development. Its carboxylic acid functionality allows for formation of amide and ester bonds, making it useful in peptide synthesis and prodrug design, as demonstrated in Organic Syntheses. Derivatives of this compound have been explored in the development of anti-inflammatory agents and COX inhibitors, as reported in the Journal of Medicinal Chemistry. The methoxy-substituted phenyl group provides electron-donating characteristics that enhance binding to biological targets. Additionally, the compound can be utilized in the synthesis of fluorescent probes for bioimaging applications, as highlighted in Chemical Communications. The combination of the chiral center and aromatic substituent makes this compound particularly useful in the preparation of enantiomerically pure pharmaceuticals, as described in Chirality.