2
0
2017
nam
ha
0
journal
Original
Nam, K.[Kyungwan]
Ha, E.-S.[Eun-Sol]
Kim, J.-S.[Jeong-Soo]
Kuk, D.-H.[Do-Hoon]
Ha, D.-H.[Dong-Hyeon]
Kim, M.-S.[Min-Soo]
Cho, C.-W.[Cheong-Weon]
Hwang, S.-J.[Sung-Joo]
J. Chem. Thermodyn.
2017
2020-09-29
Solubility of oxcarbazepine in eight solvents within the temperature range T = (288.15 308.15) K
In this study, the solubility of oxcarbazepine in pure methanol, ethanol, 1-propanol, 2-propanol, 1- butanol, acetone, acetonitrile, and tetrahydrofuran was analysed across the temperature range of 288.15 308.15 K under atmospheric pressure by using a solid-liquid equilibrium method. The experimental values obtained data were correlated using the modified Apelblat model at each temperature. The mole fraction solubility of oxcarbazepine in all eight pure solvents increased gradually in a temperature-dependent manner. The highest mole fraction solubility of 3.08*10-3 at 308.15 K was observed for tetrahydrofuran, followed by acetone (1.82*10-3 at 308.15 K), acetonitrile (1.22*10-3 at 308.15 K), methanol (1.11*10-3 at 308.15 K), ethanol (6.17*10-4 at 308.15 K), 1-butanol (6.17*10-4 at 308.15 K), 1-propanol (6.16*10-4 at 308.15 K), and 2-propanol (4.13*10-4 at 308.15 K). The experimental solubility in all solvents correlated well with that calculated using the modified Apelblat equation across the temperature range of (288.15-308.15) K. Therefore, the experimental solubility and correlation equations established in this study could be useful during the crystallization/ purification, pre-formulation, and formulation stages of oxcarbazepine production in laboratories and related industries.
Oxcarbazepine
Solubility
Correlation
10.1016/j.jct.2016.09.011
104
45-49
1
InChI=1S/C15H12N2O2/c16-15(19)17-12-7-3-1-5-10(12)9-14(18)11-6-2-4-8-13(11)17/h1-8H,9H2,(H2,16,19)
CTRLABGOLIVAIY-UHFFFAOYSA-N
Oxacarbazepine
10-oxo-10,11-dihydro-5H-dibenzo[b,f]azepine-5-carboxamide
Oxcarbazepine
C15H12N2O2
1
Commercial source
1
99.9
3
Stated by supplier
2
InChI=1S/CH4O/c1-2/h2H,1H3
OKKJLVBELUTLKV-UHFFFAOYSA-N
methanol
methyl alcohol
CH4O
1
Commercial source
1
99.9
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
99.9
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
99.5
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
99.7
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/C4H8O/c1-2-4-5-3-1/h1-4H2
WYURNTSHIVDZCO-UHFFFAOYSA-N
tetrahydrofuran
1,4-epoxybutane
THF
oxacyclopentane
oxolane
tetramethylene oxide
C4H8O
1
Commercial source
1
99.8
3
Stated by supplier
8
InChI=1S/C3H6O/c1-3(2)4/h1-2H3
CSCPPACGZOOCGX-UHFFFAOYSA-N
acetone
2-propanone
dimethyl ketone
propan-2-one
propanone
pyroacetic ether
C3H6O
1
Commercial source
1
99.5
3
Stated by supplier
9
InChI=1S/C2H3N/c1-2-3/h1H3
WEVYAHXRMPXWCK-UHFFFAOYSA-N
acetonitrile
cyanomethane
ethanenitrile
ethanonitrile
methanecarbonitrile
methyl cyanide
C2H3N
1
Commercial source
1
99.9
3
Stated by supplier
1
2
1
1
1
Principal objective of the work
AB
TRC
3/30/2017
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
100
1
1
Temperature, K
Liquid
1
288.15
5
1
0.000534
3
1
2.2e-05
1
293.15
5
1
0.000619
3
1
2.5e-05
1
298.15
5
1
0.000759
3
1
3.1e-05
1
303.15
5
1
0.000907
3
1
3.7e-05
1
308.15
5
1
0.00111
3
1
5e-05
2
3
1
1
1
Principal objective of the work
AB
TRC
3/30/2017
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
100
1
1
Temperature, K
Liquid
1
288.15
5
1
0.000273
3
1
1.1e-05
1
293.15
5
1
0.000322
3
1
1.3e-05
1
298.15
5
1
0.000383
3
1
1.6e-05
1
303.15
5
1
0.000488
3
1
2e-05
1
308.15
5
1
0.000617
3
1
2.5e-05
3
4
1
1
1
Principal objective of the work
AB
TRC
3/30/2017
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
100
1
1
Temperature, K
Liquid
1
288.15
5
1
0.000245
3
1
1e-05
1
293.15
5
1
0.000301
3
1
1.2e-05
1
298.15
5
1
0.000358
3
1
1.5e-05
1
303.15
5
1
0.000475
3
1
2e-05
1
308.15
5
1
0.000616
3
1
2.5e-05
4
5
1
1
1
Principal objective of the work
AB
TRC
3/30/2017
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
100
1
1
Temperature, K
Liquid
1
288.15
5
1
0.000151
3
1
6e-06
1
293.15
5
1
0.000187
3
1
8e-06
1
298.15
5
1
0.000217
3
1
9e-06
1
303.15
5
1
0.000299
3
1
1.3e-05
1
308.15
5
1
0.000413
3
1
1.7e-05
5
6
1
1
1
Principal objective of the work
AB
TRC
3/30/2017
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
100
1
1
Temperature, K
Liquid
1
288.15
5
1
0.000251
3
1
1e-05
1
293.15
5
1
0.000309
3
1
1.3e-05
1
298.15
5
1
0.000355
3
1
1.5e-05
1
303.15
5
1
0.000479
3
1
2e-05
1
308.15
5
1
0.000617
3
1
2.5e-05
6
7
1
1
1
Principal objective of the work
AB
TRC
3/30/2017
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
100
1
1
Temperature, K
Liquid
1
288.15
5
1
0.00204
3
1
8e-05
1
293.15
5
1
0.00217
3
1
9e-05
1
298.15
5
1
0.00241
3
1
0.0001
1
303.15
5
1
0.00266
3
1
0.00011
1
308.15
5
1
0.00308
3
1
0.00012
7
8
1
1
1
Principal objective of the work
AB
TRC
3/30/2017
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
100
1
1
Temperature, K
Liquid
1
288.15
5
1
0.00105
3
1
4e-05
1
293.15
5
1
0.0012
3
1
5e-05
1
298.15
5
1
0.00134
3
1
5e-05
1
303.15
5
1
0.00154
3
1
6e-05
1
308.15
5
1
0.00182
3
1
7e-05
8
9
1
1
1
Principal objective of the work
AB
TRC
3/30/2017
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
100
1
1
Temperature, K
Liquid
1
288.15
5
1
0.000641
3
1
2.6e-05
1
293.15
5
1
0.000751
3
1
3e-05
1
298.15
5
1
0.000839
3
1
3.4e-05
1
303.15
5
1
0.00103
3
1
4e-05
1
308.15
5
1
0.00122
3
1
5e-05