Dissociation Constant and Solubility of (S)-2-Hydroxy-4-phenylbutyric Acid

Autor:	Zhongli Guo, Fengxiang Tang, Suying Zhao, Haoyu Chen, Daqiang Li
Rok vydání:	2013
Předmět:	Activity coefficient UNIQUAC Chemistry General Chemical Engineering Extraction (chemistry) Ethyl acetate General Chemistry Toluene Dissociation constant Solvent chemistry.chemical_compound Organic chemistry Solubility Nuclear chemistry
Zdroj:	Journal of Chemical & Engineering Data. 58:1265-1270
ISSN:	1520-5134 0021-9568
DOI:	10.1021/je400053q
Popis:	The dissociation constant (pKa) of (S)-2-hydroxy-4-phenylbutyric acid ((S)-HPBA) was determined at 298.2 K by potentiometric titration. (S)-HPBA exhibits a pKa value of 3.81. The solubility of (S)-HPBA in toluene from (288.2 to 343.2) K, in water from (283.2 to 333.2) K, and in ethyl acetate from (278.2 to 313.2) K was measured by the steady-state method. The solubility in all selected solvents increases with the increase of temperature. The solubility of (S)-HPBA in ethyl acetate is much greater than that in water or toluene. Water was found to be a fine alternative to toluene for crystallizing (S)-HPBA and ethyl acetate to be a suitable extraction solvent of (S)-HPBA in the pharmaceutical industry. The experimental solubility data were correlated with the modified Apelblat, Redlich–Kister, Wilson, and universal quasichemical activity coefficient (UNIQUAC) equations, respectively. The Wilson, Redlich–Kister, and modified Apelblat equations show better agreement with the experimental solubility data of (S...
Databáze:	OpenAIRE
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