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Citation
Tags
HERO ID
3115487
Reference Type
Journal Article
Title
Solubilities of Naringin and Naringenin in Different Solvents and Dissociation Constants of Naringenin
Author(s)
Zhang, L; Song, Li; Zhang, P; Liu, T; Zhou, Li; Yang, G; Lin, R; Zhang, J
Year
2015
Is Peer Reviewed?
Yes
Journal
Journal of Chemical and Engineering Data
ISSN:
0021-9568
EISSN:
1520-5134
Publisher
American Chemical Society
Volume
60
Issue
3
Page Numbers
932-940
Language
English
DOI
10.1021/je501004g
Web of Science Id
WOS:000351186600061
Abstract
The solubilities of naringin and naringenin in methanol, isopropanol, ethyl acetate, petroleum ether, n-butanol, and hexane were measured by using UV spectrophotometric methods at the maximum absorption wavelength of (283 and 372) nm from (288.15 to 328.15) K. The solubilities of naringin and naringenin in different solvents increase with an increase of temperature. The solubility of naringin in the six solvents was in the order methanol > ethyl acetate > n-butanol > isopropanol > petroleum ether > hexane, and the solubility of naringenin in these solvents follows the order ethyl acetate > isopropanol > methanol > n-butanol > petroleum ether > hexane. The solubility of naringenin was significantly higher than naringin in all selected solvents because of the more similar polarity of naringenin with solvents. The solubilities of naringin and naringenin are calculated by using the modified Apelblat equation model, ideal model, and the ?H equation model. From solubility data, the changes of dissolution enthalpy, entropy, and the free Gibbs energy of naringin and naringenin in six solvents were also calculated using the vant Hoff equation. The course of naringin and naringenin dissolving in the selected solvents in the experimental temperature range was endothermic. The dissociation constants (pKa) of naringenin were determined at 298.2 K by ultraviolet (UV) spectroscopy method. The pKa1 and pKa2 values of naringenin are 7.05 +/- 0.06 and 8.84 +/- 0.08.
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