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author:

Tang, Fengxiang (Tang, Fengxiang.) [1] (Scholars:唐凤翔) | Guo, Zhongli (Guo, Zhongli.) [2] | Li, Daqiang (Li, Daqiang.) [3] | Chen, Haoyu (Chen, Haoyu.) [4] | Zhao, Suying (Zhao, Suying.) [5] (Scholars:赵素英)

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EI Scopus SCIE

Abstract:

The dissociation constant (pK(a)) of (S)-2-hydroxy-4-phenylbutyric acid ((S)-HPBA) was determined at 298.2 K by potentiometric titration. (S)-HPBA exhibits a pK(a) 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)-HPBA in toluene, water, and ethyl acetate, respectively. The solubility of (S)-HPBA in aqueous solutions over the pH range from 1.48 to 5.45 at 298.2 K was also determined by the steady-state method, and the corresponding solubility data were separately fitted well with a semi-Henderson-Hasselbalch equation (pH <= 4.0) and a linear equation (pH > 4.0).

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Community:

  • [ 1 ] [Tang, Fengxiang]Fuzhou Univ, Coll Chem & Chem Engn, Fuzhou 350108, Fujian, Peoples R China
  • [ 2 ] [Guo, Zhongli]Fuzhou Univ, Coll Chem & Chem Engn, Fuzhou 350108, Fujian, Peoples R China
  • [ 3 ] [Li, Daqiang]Fuzhou Univ, Coll Chem & Chem Engn, Fuzhou 350108, Fujian, Peoples R China
  • [ 4 ] [Chen, Haoyu]Fuzhou Univ, Coll Chem & Chem Engn, Fuzhou 350108, Fujian, Peoples R China
  • [ 5 ] [Zhao, Suying]Fuzhou Univ, Coll Chem & Chem Engn, Fuzhou 350108, Fujian, Peoples R China

Reprint 's Address:

  • 赵素英

    [Zhao, Suying]Fuzhou Univ, Coll Chem & Chem Engn, Fuzhou 350108, Fujian, Peoples R China

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Source :

JOURNAL OF CHEMICAL AND ENGINEERING DATA

ISSN: 0021-9568

Year: 2013

Issue: 5

Volume: 58

Page: 1265-1270

2 . 0 4 5

JCR@2013

2 . 0 0 0

JCR@2023

ESI Discipline: CHEMISTRY;

JCR Journal Grade:2

CAS Journal Grade:3

Cited Count:

WoS CC Cited Count: 6

SCOPUS Cited Count: 7

ESI Highly Cited Papers on the List: 0 Unfold All

WanFang Cited Count:

Chinese Cited Count:

30 Days PV: 2

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