P. Butvin, J. AL-JA’AFREH, J. Svetlik
Apr 25, 2000
Citations
1
Influential Citations
4
Citations
Journal
ChemInform
Abstract
(2RS)-2-Alkyl, 2,2-dialkyl, and 2-aryl derivatives of (4R)-thiazolidine-4-carboxylic acid were studied from the viewpoint of their solubility, stability, and dissociation constants in aqueous solutions using the potentiometric titration and HPLC method. Solubilities vary with the size of a molecule, position, and number of polar groups rather regularly. The stability decreases in the order: 2carboxyl derivative, the acid (both stable), 2-alkyl, 2-aryl, and 2,2-dialkyl derivatives. It is likely that the more bulky and/or the electron-donating is a substituent, the deeper and faster is the decomposition. Their alkaline salts are more stable (intact up to 3 h). The dissociation constant of the imino nitrogen protolytic equilibrium is significantly influenced by the character of aryl substituents, while only a little by the alkyl ones.