TY - JOUR
T1 - Solubilities of naringin and naringenin in different solvents and dissociation constants of naringenin
AU - Zhang, Liqin
AU - Song, Li
AU - Zhang, Peipei
AU - Liu, Tingting
AU - Zhou, Li
AU - Yang, Guangde
AU - Lin, Rong
AU - Zhang, Jiye
N1 - Publisher Copyright:
© 2015 American Chemical Society.
PY - 2015/3/12
Y1 - 2015/3/12
N2 - 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 λH 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.
AB - 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 λH 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.
UR - https://www.scopus.com/pages/publications/84924710981
U2 - 10.1021/je501004g
DO - 10.1021/je501004g
M3 - 文章
AN - SCOPUS:84924710981
SN - 0021-9568
VL - 60
SP - 932
EP - 940
JO - Journal of Chemical and Engineering Data
JF - Journal of Chemical and Engineering Data
IS - 3
ER -