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4-(1-(tert-butoxycarbonyl)ethyl)benzoic acid; CAS No.: 895577-21-6 4-(1-(tert-butoxycarbonyl)ethyl)benzoic acid. PROPERTIES: 4-(1-(tert-butoxycarbonyl)ethyl)benzoic acid is a crystalline solid with a molecular weight of 263.3 g/mol. It has a melting point between 160-165 C and exhibits moderate solubility in polar organic solvents like DMSO and DMF. The compound is sensitive to acidic conditions, which may cause removal of the Boc protection. When handling 4-(1-(tert-butoxycarbonyl)ethyl)benzoic acid, protective equipment including gloves and eye protection should be worn. Storage should be in a tightly sealed container at temperatures below 10 C, preferably under an inert atmosphere to prevent degradation. The compound is hygroscopic and should be protected from moisture. APPLICATIONS: The Boc-protected amine of 4-(1-(tert-butoxycarbonyl)ethyl)benzoic acid makes it valuable in peptide synthesis and medicinal chemistry. Its carboxylic acid functionality allows for formation of amide bonds and participation in coupling reactions, as demonstrated in Organic Syntheses. Derivatives of this compound have been explored in the development of beta-blockers and other cardiovascular pharmaceuticals, as reported in the Journal of Medicinal Chemistry. The tert-butyl group provides steric hindrance that can influence binding interactions. Additionally, the compound can be utilized in the synthesis of fluorescent probes for bioimaging applications, as highlighted in Chemical Communications. The combination of the Boc protection and carboxylic acid makes this compound particularly useful in solid-phase synthesis and the preparation of combinatorial libraries for drug discovery, as described in the Journal of Combinatorial Chemistry. The aromatic system also makes it suitable for incorporation into liquid crystalline materials for display technologies, as noted in Liquid Crystals.