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