2
0
2017
tao
hou
0
journal
Original
Tao, X.[Xiaolong]
Hou, B.[Baohong]
Hu, X.[Xiaoxue]
Zhou, F.[Fuli]
Lu, H.[Haijiao]
Wang, T.[Ting]
Zhao, J.[Jiangfeng]
Hao, H.[Hongxun]
J. Chem. Eng. Data
2017
2020-09-29
Measurement and Correlation of Solubility of Amorphous Cefmetazole Sodium in Pure Solvents and Binary Solvent Mixtures
Development and design of crystallization process strongly depends on accurate solid-liquid equilibrium data. In this paper, the solubility data of amorphous cefmetazole sodium in pure solvents (ethanol, n-propanol, i-propanol, n-butanol,n-amyl alcohol, ethyl acetate, n-butyl acetate,n-hexane and cyclohexane) and binarysolvent mixtures (methanol and ethanol) weremeasured by usingUV spectroscopic method and gravimetrical method respectively at temperatures from (278.15 to 313.15) K.The results show that the solubility data of cefmetazole sodium increase with the increasing of temperature in all investigated solvents and decrease with the rising of the mole fraction of ethanol in the binary solvent mixtures.The Apelblat equation wassuccessfully used to correlate the experimental solubility data in pure solvents and the Apelblat equation, the CNIBS/R-K model and the Jouyban-Acree model were successfully applied to correlate the solubility data in methanol + ethanol systems. It was found that the correlated dataare in good agreement with the experimental data. Additionally, the molecular surface electrostatic potential (MSEP) correlated with the solubility data was alsocalculated and used to explain the difference of the solubility data of amorphous cefmetazole sodium in various solvents.
amorphous cefmetazole sodium
UV spectrometer
solubility
molecular surface electrostatic potential (MSEP)
10.1021/acs.jced.6b00741
1
62
398-406
1
InChI=1S/C15H17N7O5S3.Na/c1-21-14(18-19-20-21)30-6-8-5-29-13-15(27-2,17-9(23)7-28-4-3-16)12(26)22(13)10(8)11(24)25;/h13H,4-7H2,1-2H3,(H,17,23)(H,24,25);/q;+1/p-1/t13-,15+;/m1./s1
BITQGIOJQWZUPL-PBCQUBLHSA-M
sodium cefemetasole
C15H16N7NaO5S3
1
Commercial source
1
98.5
3
Stated by supplier
2
InChI=1S/CH4O/c1-2/h2H,1H3
OKKJLVBELUTLKV-UHFFFAOYSA-N
methanol
methyl alcohol
CH4O
1
Commercial source
1
99.5
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
99.5
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
99.5
3
Stated by supplier
6
InChI=1S/C6H12O2/c1-3-4-5-8-6(2)7/h3-5H2,1-2H3
DKPFZGUDAPQIHT-UHFFFAOYSA-N
butyl ethanoate
acetic acid, butyl ester
butyl acetate
ethanoic acid, butyl ester
n-butyl acetate
C6H12O2
1
Commercial source
1
99.5
3
Stated by supplier
7
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
8
InChI=1S/C4H8O2/c1-3-6-4(2)5/h3H2,1-2H3
XEKOWRVHYACXOJ-UHFFFAOYSA-N
ethyl acetate
ethyl ethanoate
C4H8O2
1
Commercial source
1
99.5
3
Stated by supplier
9
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
10
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
11
InChI=1S/C5H12O/c1-2-3-4-5-6/h6H,2-5H2,1H3
AMQJEAYHLZJPGS-UHFFFAOYSA-N
pentan-1-ol
1-pentanol
amyl alcohol
n-amyl alcohol
n-pentyl alcohol
pentyl alcohol
C5H12O
1
Commercial source
1
99.5
3
Stated by supplier
1
1
1
3
1
Principal objective of the work
EP
EP
11/15/2016
1
Mole fraction
UV Spectroscopy
1
Liquid
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Glass
1
1
Pressure, kPa
Liquid
100
1
1
Temperature, K
Liquid
1
278.15
5
1
0.000471
3
1
4.8e-05
1
283.15
5
1
0.000508
3
1
5.2e-05
1
288.15
5
1
0.000542
3
1
5.5e-05
1
293.15
5
1
0.000599
3
1
6.1e-05
1
298.15
5
1
0.000685
3
1
7e-05
1
303.15
5
1
0.000818
3
1
8.4e-05
1
308.15
5
1
0.00105
3
1
0.00011
1
313.15
5
1
0.00128
3
1
0.00013
2
1
1
5
1
Principal objective of the work
EP
EP
11/15/2016
1
Mole fraction
UV Spectroscopy
1
Liquid
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Glass
1
1
Pressure, kPa
Liquid
100
1
1
Temperature, K
Liquid
1
278.15
5
1
6.74e-05
3
1
6.9e-06
1
283.15
5
1
7.58e-05
3
1
7.8e-06
1
288.15
5
1
8.93e-05
3
1
9.1e-06
1
293.15
5
1
0.000117
3
1
1.2e-05
1
298.15
5
1
0.00014
3
1
1.4e-05
1
303.15
5
1
0.00017
3
1
1.7e-05
1
308.15
5
1
0.00021
3
1
2.2e-05
1
313.15
5
1
0.000286
3
1
2.9e-05
3
1
1
4
1
Principal objective of the work
EP
EP
11/15/2016
1
Mole fraction
UV Spectroscopy
1
Liquid
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Glass
1
1
Pressure, kPa
Liquid
100
1
1
Temperature, K
Liquid
1
278.15
5
1
6.12e-05
3
1
6.3e-06
1
283.15
5
1
7.02e-05
3
1
7.2e-06
1
288.15
5
1
8.12e-05
3
1
8.3e-06
1
293.15
5
1
0.000105
3
1
1.1e-05
1
298.15
5
1
0.000125
3
1
1.3e-05
1
303.15
5
1
0.000153
3
1
1.6e-05
1
308.15
5
1
0.000191
3
1
2e-05
1
313.15
5
1
0.000244
3
1
2.5e-05
4
1
1
6
1
Principal objective of the work
EP
EP
11/15/2016
1
Mole fraction
UV Spectroscopy
1
Liquid
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Glass
1
1
Pressure, kPa
Liquid
100
1
1
Temperature, K
Liquid
1
278.15
5
1
3.86e-05
3
1
3.9e-06
1
283.15
5
1
4.39e-05
3
1
4.5e-06
1
288.15
5
1
5.19e-05
3
1
5.3e-06
1
293.15
5
1
6.35e-05
3
1
6.5e-06
1
298.15
5
1
7.49e-05
3
1
7.7e-06
1
303.15
5
1
8.96e-05
3
1
9.2e-06
1
308.15
5
1
0.000109
3
1
1.1e-05
1
313.15
5
1
0.000124
3
1
1.3e-05
5
1
1
11
1
Principal objective of the work
EP
EP
11/15/2016
1
Mole fraction
UV Spectroscopy
1
Liquid
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Glass
1
1
Pressure, kPa
Liquid
100
1
1
Temperature, K
Liquid
1
278.15
5
1
3.1e-05
3
1
3.2e-06
1
283.15
5
1
3.94e-05
3
1
4e-06
1
288.15
5
1
4.82e-05
3
1
4.9e-06
1
293.15
5
1
5.84e-05
3
1
6e-06
1
298.15
5
1
6.75e-05
3
1
6.9e-06
1
303.15
5
1
8e-05
3
1
8.2e-06
1
308.15
5
1
9.75e-05
3
1
1e-05
1
313.15
5
1
0.000113
3
1
1.2e-05
6
1
1
9
1
Principal objective of the work
EP
EP
11/15/2016
1
Mole fraction
UV Spectroscopy
1
Liquid
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Glass
1
1
Pressure, kPa
Liquid
100
1
1
Temperature, K
Liquid
1
278.15
5
1
1.6e-06
3
1
1.6e-07
1
283.15
5
1
2.1e-06
3
1
2.1e-07
1
288.15
5
1
2.59e-06
3
1
2.6e-07
1
293.15
5
1
2.98e-06
3
1
3e-07
1
298.15
5
1
3.5e-06
3
1
3.6e-07
1
303.15
5
1
4.1e-06
3
1
4.2e-07
1
308.15
5
1
4.92e-06
3
1
5e-07
1
313.15
5
1
6e-06
3
1
6.1e-07
7
1
1
8
1
Principal objective of the work
EP
EP
11/15/2016
1
Mole fraction
UV Spectroscopy
1
Liquid
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Glass
1
1
Pressure, kPa
Liquid
100
1
1
Temperature, K
Liquid
1
278.15
5
1
5.31e-05
3
1
5.4e-06
1
283.15
5
1
6.03e-05
3
1
6.2e-06
1
288.15
5
1
6.94e-05
3
1
7.1e-06
1
293.15
5
1
8.61e-05
3
1
8.8e-06
1
298.15
5
1
0.000105
3
1
1.1e-05
1
303.15
5
1
0.000137
3
1
1.4e-05
1
308.15
5
1
0.000168
3
1
1.7e-05
1
313.15
5
1
0.000221
3
1
2.3e-05
8
1
1
7
1
Principal objective of the work
EP
EP
11/15/2016
1
Mole fraction
UV Spectroscopy
1
Liquid
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Glass
1
1
Pressure, kPa
Liquid
100
1
1
Temperature, K
Liquid
1
278.15
5
1
4.93e-05
3
1
5e-06
1
283.15
5
1
5.69e-05
3
1
5.8e-06
1
288.15
5
1
6.42e-05
3
1
6.6e-06
1
293.15
5
1
8.26e-05
3
1
8.5e-06
1
298.15
5
1
9.89e-05
3
1
1.01e-05
1
303.15
5
1
0.000124
3
1
1.3e-05
1
308.15
5
1
0.000152
3
1
1.6e-05
1
313.15
5
1
0.000196
3
1
2e-05
9
1
1
10
1
Principal objective of the work
EP
EP
11/15/2016
1
Mole fraction
UV Spectroscopy
1
Liquid
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Glass
1
1
Pressure, kPa
Liquid
100
1
1
Temperature, K
Liquid
1
278.15
5
1
1.31e-06
3
1
1.3e-07
1
283.15
5
1
1.75e-06
3
1
1.8e-07
1
288.15
5
1
2.1e-06
3
1
2.1e-07
1
293.15
5
1
2.5e-06
3
1
2.6e-07
1
298.15
5
1
3.1e-06
3
1
3.2e-07
1
303.15
5
1
3.6e-06
3
1
3.7e-07
1
308.15
5
1
4.62e-06
3
1
4.7e-07
1
313.15
5
1
5.69e-06
3
1
5.8e-07
10
1
1
3
1
2
1
Principal objective of the work
EP
EP
11/15/2016
1
Mole fraction
UV Spectroscopy
1
Liquid
Direct value, X
3
2
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Glass
1
1
Pressure, kPa
Liquid
100
1
1
Solvent: Mole fraction
3
Liquid
2
Temperature, K
Liquid
1
0.099
2
2
278.15
5
1
0.0169
3
1
0.0018
1
0.201
3
2
278.15
5
1
0.0133
3
1
0.0016
1
0.301
3
2
278.15
5
1
0.00772
3
1
0.00148
1
0.395
3
2
278.15
5
1
0.00437
3
1
0.00091
1
0.5
3
2
278.15
5
1
0.00323
3
1
0.00065
1
0.599
3
2
278.15
5
1
0.00184
3
1
0.00042
1
0.698
3
2
278.15
5
1
0.00118
3
1
0.00017
1
0.799
3
2
278.15
5
1
0.000982
3
1
0.000113
1
0.8997
4
2
278.15
5
1
0.000612
3
1
7.1e-05
1
0.099
2
2
283.15
5
1
0.0175
3
1
0.0018
1
0.201
3
2
283.15
5
1
0.0137
3
1
0.0016
1
0.301
3
2
283.15
5
1
0.00814
3
1
0.00152
1
0.395
3
2
283.15
5
1
0.00458
3
1
0.00095
1
0.5
3
2
283.15
5
1
0.00342
3
1
0.00068
1
0.599
3
2
283.15
5
1
0.00192
3
1
0.0004
1
0.698
3
2
283.15
5
1
0.00148
3
1
0.00019
1
0.799
3
2
283.15
5
1
0.00104
3
1
0.00013
1
0.9
3
2
283.15
5
1
0.000691
3
1
7.6e-05
1
0.099
2
2
288.15
5
1
0.018
3
1
0.0019
1
0.201
3
2
288.15
5
1
0.0141
3
1
0.0017
1
0.301
3
2
288.15
5
1
0.00864
3
1
0.00157
1
0.395
3
2
288.15
5
1
0.0048
3
1
0.00101
1
0.5
3
2
288.15
5
1
0.00362
3
1
0.0007
1
0.599
3
2
288.15
5
1
0.00212
3
1
0.00041
1
0.698
3
2
288.15
5
1
0.00173
3
1
0.00022
1
0.799
3
2
288.15
5
1
0.00112
3
1
0.00014
1
0.9
3
2
288.15
5
1
0.000843
3
1
9e-05
1
0.099
2
2
293.15
5
1
0.019
3
1
0.002
1
0.201
3
2
293.15
5
1
0.0147
3
1
0.0017
1
0.301
3
2
293.15
5
1
0.00932
3
1
0.00159
1
0.395
3
2
293.15
5
1
0.0056
3
1
0.00108
1
0.5
3
2
293.15
5
1
0.00411
3
1
0.00081
1
0.599
3
2
293.15
5
1
0.00246
3
1
0.00047
1
0.698
3
2
293.15
5
1
0.00195
3
1
0.00026
1
0.799
3
2
293.15
5
1
0.00121
3
1
0.00015
1
0.9
3
2
293.15
5
1
0.00096
2
1
0.0001
1
0.099
2
2
298.15
5
1
0.021
3
1
0.0022
1
0.201
3
2
298.15
5
1
0.0157
3
1
0.0019
1
0.301
3
2
298.15
5
1
0.0104
3
1
0.0017
1
0.395
3
2
298.15
5
1
0.00662
3
1
0.00117
1
0.5
3
2
298.15
5
1
0.00499
3
1
0.00096
1
0.599
3
2
298.15
5
1
0.0029
3
1
0.00058
1
0.698
3
2
298.15
5
1
0.00225
3
1
0.00031
1
0.799
3
2
298.15
5
1
0.00136
3
1
0.00017
1
0.9
3
2
298.15
5
1
0.00112
3
1
0.00012
1
0.099
2
2
303.15
5
1
0.0235
3
1
0.0025
1
0.201
3
2
303.15
5
1
0.017
3
1
0.002
1
0.301
3
2
303.15
5
1
0.0121
3
1
0.0018
1
0.395
3
2
303.15
5
1
0.00788
3
1
0.00137
1
0.5
3
2
303.15
5
1
0.00579
3
1
0.00108
1
0.599
3
2
303.15
5
1
0.0038
3
1
0.00068
1
0.698
3
2
303.15
5
1
0.0027
3
1
0.00039
1
0.799
3
2
303.15
5
1
0.00173
3
1
0.00022
1
0.9
3
2
303.15
5
1
0.0013
3
1
0.00014
1
0.099
2
2
308.15
5
1
0.026
3
1
0.0027
1
0.201
3
2
308.15
5
1
0.0187
3
1
0.0022
1
0.301
3
2
308.15
5
1
0.0141
3
1
0.0019
1
0.395
3
2
308.15
5
1
0.00929
3
1
0.00152
1
0.5
3
2
308.15
5
1
0.00737
3
1
0.00123
1
0.599
3
2
308.15
5
1
0.00486
3
1
0.00092
1
0.698
3
2
308.15
5
1
0.00314
3
1
0.00049
1
0.799
3
2
308.15
5
1
0.00217
3
1
0.00025
1
0.9
3
2
308.15
5
1
0.0018
3
1
0.00019
1
0.099
2
2
313.15
5
1
0.0298
3
1
0.0032
1
0.201
3
2
313.15
5
1
0.0206
3
1
0.0024
1
0.301
3
2
313.15
5
1
0.0173
3
1
0.0021
1
0.395
3
2
313.15
5
1
0.0126
3
1
0.002
1
0.5
3
2
313.15
5
1
0.00895
3
1
0.00173
1
0.599
3
2
313.15
5
1
0.00593
3
1
0.00111
1
0.698
3
2
313.15
5
1
0.00385
3
1
0.0006
1
0.799
3
2
313.15
5
1
0.0026
3
1
0.00028
1
0.9
3
2
313.15
5
1
0.0023
3
1
0.00024