2 0 2019 yan sha 4 journal Original Yang, Z.[Zehui] Shao, D.[Danfeng] Zhou, G.[Guoquan] J. Chem. Eng. Data 2019 2020-09-29 Solubility measurement and thermodynamic model correlation of sancycline in twelve pure solvents The solubility profiles of sancycline in methanol, ethanol, n-propanol, isopropanol, 1-butanol, isobutyl alcohol, n-octanol, cyclohexane, n-hexane, acetonitrile, ethyl acetate, and 1,4-dioxane were determined experimentally by using the isothermal dissolution equilibrium method at the temperature range from 278.15 to 318.15 K under a pressure of 101.2 kPa. As expected, the solubility data in mole fraction increased with the rising temperature. The maximum solubility value was obtained in 1,4-dioxane (3.364 * 10 3 at 318.15 K), and the lowest was in cyclohexane (8.979 * 10 5 at 318.15 K). At all researched temperature, solubility profiles are presented from high to low in the following order: 1,4-dioxane greater than ethyl acetate greater than methanol greater than ethanol greater than acetonitrile greater than n-propanol greater than 1-butanol greater than isopropanol greater than isobutyl alcohol greater than n-hexane greater than n-octanol greater than cyclohexane. Moreover, the effect of intermolecular force between solvent and solute on solubility was analyzed, especially in alcoholic solvents. In addition, these solubility values in different solvents were correlated by the modified Apelblat equation and h equation. For the modified Apelblat equation, the largest RAD value is 1.05%, and for the h equation, the largest RAD value is 3.10%. Because the results of the two equations are quite different from the experimental values, further residual analysis of the data shows that the correlation result of the modified Apelblat equation is slightly better than that of the h equation. 10.1021/acs.jced.9b00693 12 64 5665-5670 1 InChI=1S/C21H22N2O7/c1-23(2)15-10-7-9-6-8-4-3-5-11(24)12(8)16(25)13(9)18(27)21(10,30)19(28)14(17(15)26)20(22)29/h3-5,9-10,15,24,26-27,30H,6-7H2,1-2H3,(H2,22,29)/t9-,10-,15-,21-/m0/s1 XDVCLKFLRAWGIT-ADOAZJKMSA-N sancycline C21H22N2O7 1 Commercial source 1 99.5 3 Stated by supplier 2 InChI=1S/CH4O/c1-2/h2H,1H3 OKKJLVBELUTLKV-UHFFFAOYSA-N methanol methyl alcohol CH4O 1 Commercial source 1 99.7 3 Stated by supplier 3 InChI=1S/C2H6O/c1-2-3/h3H,2H2,1H3 LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol ethyl alcohol C2H6O 1 Commercial source 1 99.5 3 Stated by supplier 4 InChI=1S/C3H8O/c1-2-3-4/h4H,2-3H2,1H3 BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol 1-propanol n-propanol n-propyl alcohol C3H8O 1 Commercial source 1 99.4 3 Stated by supplier 5 InChI=1S/C3H8O/c1-3(2)4/h3-4H,1-2H3 KFZMGEQAYNKOFK-UHFFFAOYSA-N propan-2-ol 2-propanol isopropanol isopropyl alcohol sec-propyl alcohol C3H8O 1 Commercial source 1 99.5 3 Stated by supplier 6 InChI=1S/C4H10O/c1-2-3-4-5/h5H,2-4H2,1H3 LRHPLDYGYMQRHN-UHFFFAOYSA-N butan-1-ol 1-butanol n-butanol n-butyl alcohol C4H10O 1 Commercial source 1 99.5 3 Stated by supplier 7 InChI=1S/C4H10O/c1-4(2)3-5/h4-5H,3H2,1-2H3 ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 2-methyl-1-propanol 2-methylpropan-1-ol isobutanol isobutyl alcohol C4H10O 1 Commercial source 1 99.6 3 Stated by supplier 8 InChI=1S/C8H18O/c1-2-3-4-5-6-7-8-9/h9H,2-8H2,1H3 KBPLFHHGFOOTCA-UHFFFAOYSA-N octan-1-ol 1-octanol capryl alcohol caprylic alcohol n-octyl alcohol octanol octyl alcohol C8H18O 1 Commercial source 1 99.6 3 Stated by supplier 9 InChI=1S/C6H12/c1-2-4-6-5-3-1/h1-6H2 XDTMQSROBMDMFD-UHFFFAOYSA-N cyclohexane C6H12 1 Commercial source 1 99.5 3 Stated by supplier 10 InChI=1S/C6H14/c1-3-5-6-4-2/h3-6H2,1-2H3 VLKZOEOYAKHREP-UHFFFAOYSA-N hexane n-hexane C6H14 1 Commercial source 1 99.5 3 Stated by supplier 11 InChI=1S/C4H8O2/c1-3-6-4(2)5/h3H2,1-2H3 XEKOWRVHYACXOJ-UHFFFAOYSA-N ethyl acetate ethyl ethanoate C4H8O2 1 Commercial source 1 99.4 3 Stated by supplier 12 InChI=1S/C2H3N/c1-2-3/h1H3 WEVYAHXRMPXWCK-UHFFFAOYSA-N acetonitrile cyanomethane ethanenitrile ethanonitrile methanecarbonitrile methyl cyanide C2H3N 1 Commercial source 1 99.6 3 Stated by supplier 13 InChI=1S/C4H8O2/c1-2-6-4-3-5-1/h1-4H2 RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-dioxane 1,4-dioxacyclohexane dioxane p-dioxane tetrahydro-1,4-dioxin C4H8O2 1 Commercial source 1 99.6 3 Stated by supplier 1 1 1 2 1 Principal objective of the work EP EP 8/19/2019 1 Mole fraction Chromatography 1 Liquid Direct value, X 1 Data file compiler Propagation of evaluated standard uncertainties 95 Liquid Crystal 1 1 Pressure, kPa Liquid 101.2 4 1 Temperature, K Liquid 1 278.15 5 1 0.0001662 4 1 1.43e-05 1 283.15 5 1 0.0001826 4 1 1.57e-05 1 288.15 5 1 0.0002002 4 1 1.72e-05 1 293.15 5 1 0.0002181 4 1 1.88e-05 1 298.15 5 1 0.0002369 4 1 2.04e-05 1 303.15 5 1 0.0002584 4 1 2.22e-05 1 308.15 5 1 0.0002816 4 1 2.42e-05 1 313.15 5 1 0.0003056 4 1 2.63e-05 1 318.15 5 1 0.0003323 4 1 2.86e-05 2 1 1 3 1 Principal objective of the work EP EP 8/19/2019 1 Mole fraction Chromatography 1 Liquid Direct value, X 1 Data file compiler Propagation of evaluated standard uncertainties 95 Liquid Crystal 1 1 Pressure, kPa Liquid 101.2 4 1 Temperature, K Liquid 1 278.15 5 1 0.0001313 4 1 1.13e-05 1 283.15 5 1 0.0001443 4 1 1.24e-05 1 288.15 5 1 0.0001577 4 1 1.36e-05 1 293.15 5 1 0.0001716 4 1 1.48e-05 1 298.15 5 1 0.0001884 4 1 1.62e-05 1 303.15 5 1 0.0002065 4 1 1.78e-05 1 308.15 5 1 0.0002251 4 1 1.94e-05 1 313.15 5 1 0.0002442 4 1 2.1e-05 1 318.15 5 1 0.0002644 4 1 2.27e-05 3 1 1 4 1 Principal objective of the work EP EP 8/19/2019 1 Mole fraction Chromatography 1 Liquid Direct value, X 1 Data file compiler Propagation of evaluated standard uncertainties 95 Liquid Crystal 1 1 Pressure, kPa Liquid 101.2 4 1 Temperature, K Liquid 1 278.15 5 1 0.0001014 4 1 8.7e-06 1 283.15 5 1 0.0001062 4 1 9.1e-06 1 288.15 5 1 0.0001123 4 1 9.7e-06 1 293.15 5 1 0.0001199 4 1 1.03e-05 1 298.15 5 1 0.0001283 4 1 1.1e-05 1 303.15 5 1 0.0001364 4 1 1.17e-05 1 308.15 5 1 0.0001448 4 1 1.25e-05 1 313.15 5 1 0.0001553 4 1 1.34e-05 1 318.15 5 1 0.0001663 4 1 1.43e-05 4 1 1 5 1 Principal objective of the work EP EP 8/19/2019 1 Mole fraction Chromatography 1 Liquid Direct value, X 1 Data file compiler Propagation of evaluated standard uncertainties 95 Liquid Crystal 1 1 Pressure, kPa Liquid 101.2 4 1 Temperature, K Liquid 1 278.15 5 1 4.019e-05 4 1 3.46e-06 1 283.15 5 1 4.649e-05 4 1 4e-06 1 288.15 5 1 5.372e-05 4 1 4.62e-06 1 293.15 5 1 6.184e-05 4 1 5.32e-06 1 298.15 5 1 7.052e-05 4 1 6.07e-06 1 303.15 5 1 8.054e-05 4 1 6.93e-06 1 308.15 5 1 9.192e-05 4 1 7.91e-06 1 313.15 5 1 0.0001048 4 1 9e-06 1 318.15 5 1 0.0001181 4 1 1.02e-05 5 1 1 6 1 Principal objective of the work EP EP 8/19/2019 1 Mole fraction Chromatography 1 Liquid Direct value, X 1 Data file compiler Propagation of evaluated standard uncertainties 95 Liquid Crystal 1 1 Pressure, kPa Liquid 101.2 4 1 Temperature, K Liquid 1 278.15 5 1 4.76e-05 3 1 4.1e-06 1 283.15 5 1 5.561e-05 4 1 4.78e-06 1 288.15 5 1 6.468e-05 4 1 5.56e-06 1 293.15 5 1 7.34e-05 3 1 6.3e-06 1 298.15 5 1 8.365e-05 4 1 7.2e-06 1 303.15 5 1 9.508e-05 4 1 8.18e-06 1 308.15 5 1 0.0001075 4 1 9.2e-06 1 313.15 5 1 0.0001208 4 1 1.04e-05 1 318.15 5 1 0.0001352 4 1 1.16e-05 6 1 1 7 1 Principal objective of the work EP EP 8/19/2019 1 Mole fraction Chromatography 1 Liquid Direct value, X 1 Data file compiler Propagation of evaluated standard uncertainties 95 Liquid Crystal 1 1 Pressure, kPa Liquid 101.2 4 1 Temperature, K Liquid 1 278.15 5 1 3.759e-05 4 1 3.23e-06 1 283.15 5 1 4.321e-05 4 1 3.72e-06 1 288.15 5 1 4.902e-05 4 1 4.22e-06 1 293.15 5 1 5.534e-05 4 1 4.76e-06 1 298.15 5 1 6.302e-05 4 1 5.42e-06 1 303.15 5 1 7.171e-05 4 1 6.17e-06 1 308.15 5 1 8.144e-05 4 1 7.01e-06 1 313.15 5 1 9.205e-05 4 1 7.92e-06 1 318.15 5 1 0.000103 3 1 9e-06 7 1 1 8 1 Principal objective of the work EP EP 8/19/2019 1 Mole fraction Chromatography 1 Liquid Direct value, X 1 Data file compiler Propagation of evaluated standard uncertainties 95 Liquid Crystal 1 1 Pressure, kPa Liquid 101.2 4 1 Temperature, K Liquid 1 278.15 5 1 3.163e-05 4 1 2.72e-06 1 283.15 5 1 3.561e-05 4 1 3.06e-06 1 288.15 5 1 3.987e-05 4 1 3.43e-06 1 293.15 5 1 4.482e-05 4 1 3.86e-06 1 298.15 5 1 5.078e-05 4 1 4.37e-06 1 303.15 5 1 5.706e-05 4 1 4.91e-06 1 308.15 5 1 6.466e-05 4 1 5.56e-06 1 313.15 5 1 7.213e-05 4 1 6.21e-06 1 318.15 5 1 8.035e-05 4 1 6.91e-06 8 1 1 9 1 Principal objective of the work EP EP 9/16/2019 1 Mole fraction Chromatography 1 Liquid Direct value, X 1 Data file compiler Propagation of evaluated standard uncertainties 95 Liquid Crystal 1 1 Pressure, kPa Liquid 101.2 4 1 Temperature, K Liquid 1 278.15 5 1 7.642e-06 4 1 6.58e-07 1 283.15 5 1 1.05e-05 3 1 9e-07 1 288.15 5 1 1.42e-05 3 1 1.2e-06 1 293.15 5 1 1.934e-05 4 1 1.66e-06 1 298.15 5 1 2.469e-05 4 1 2.12e-06 1 303.15 5 1 3.031e-05 4 1 2.61e-06 1 308.15 5 1 3.852e-05 4 1 3.31e-06 1 313.15 5 1 4.738e-05 4 1 4.08e-06 1 318.15 5 1 5.696e-05 4 1 4.9e-06 9 1 1 10 1 Principal objective of the work EP EP 8/19/2019 1 Mole fraction Chromatography 1 Liquid Direct value, X 1 Data file compiler Propagation of evaluated standard uncertainties 95 Liquid Crystal 1 1 Pressure, kPa Liquid 101.2 4 1 Temperature, K Liquid 1 278.15 5 1 3.641e-05 4 1 3.13e-06 1 283.15 5 1 4.072e-05 4 1 3.5e-06 1 288.15 5 1 4.506e-05 4 1 3.88e-06 1 293.15 5 1 5.055e-05 4 1 4.35e-06 1 298.15 5 1 5.66e-05 3 1 4.9e-06 1 303.15 5 1 6.345e-05 4 1 5.46e-06 1 308.15 5 1 7.172e-05 4 1 6.17e-06 1 313.15 5 1 8.081e-05 4 1 6.95e-06 1 318.15 5 1 8.979e-05 4 1 7.72e-06 10 1 1 13 1 Principal objective of the work EP EP 8/19/2019 1 Mole fraction Chromatography 1 Liquid Direct value, X 1 Data file compiler Propagation of evaluated standard uncertainties 95 Liquid Crystal 1 1 Pressure, kPa Liquid 101.2 4 1 Temperature, K Liquid 1 288.15 5 1 0.001333 4 1 0.000115 1 293.15 5 1 0.001602 4 1 0.000138 1 298.15 5 1 0.001879 4 1 0.000162 1 303.15 5 1 0.002203 4 1 0.00019 1 308.15 5 1 0.002542 4 1 0.000219 1 313.15 5 1 0.002931 4 1 0.000252 1 318.15 5 1 0.003364 4 1 0.000289 11 1 1 12 1 Principal objective of the work EP EP 8/19/2019 1 Mole fraction Chromatography 1 Liquid Direct value, X 1 Data file compiler Propagation of evaluated standard uncertainties 95 Liquid Crystal 1 1 Pressure, kPa Liquid 101.2 4 1 Temperature, K Liquid 1 278.15 5 1 0.0001185 4 1 1.02e-05 1 283.15 5 1 0.00013 2 1 1e-05 1 288.15 5 1 0.0001428 4 1 1.23e-05 1 293.15 5 1 0.0001563 4 1 1.34e-05 1 298.15 5 1 0.0001715 4 1 1.48e-05 1 303.15 5 1 0.0001881 4 1 1.62e-05 1 308.15 5 1 0.000206 3 1 1.8e-05 1 313.15 5 1 0.0002261 4 1 1.95e-05 1 318.15 5 1 0.0002476 4 1 2.13e-05 12 1 1 11 1 Principal objective of the work EP EP 8/19/2019 1 Mole fraction Chromatography 1 Liquid Direct value, X 1 Data file compiler Propagation of evaluated standard uncertainties 95 Liquid Crystal 1 1 Pressure, kPa Liquid 101.2 4 1 Temperature, K Liquid 1 278.15 5 1 0.00032 2 1 3e-05 1 283.15 5 1 0.0003917 4 1 3.37e-05 1 288.15 5 1 0.0004638 4 1 3.99e-05 1 293.15 5 1 0.0005509 4 1 4.74e-05 1 298.15 5 1 0.0006487 4 1 5.58e-05 1 303.15 5 1 0.0007608 4 1 6.55e-05 1 308.15 5 1 0.0008815 4 1 7.58e-05 1 313.15 5 1 0.001035 4 1 8.9e-05 1 318.15 5 1 0.001193 4 1 0.000103