2
0
2017
she
wu
0
journal
Original
Shen, H.[Huan]
Wu, S.[Songgu]
Liu, Y.[Yumin]
Li, K.[Kangli]
Xu, S.[Shijie]
Gong, J.[Junbo]
J. Chem. Thermodyn.
2017
2020-09-29
Determination and correlation of Avermectin B1a solubility in different binary solvent mixtures at temperatures from (283.15 to 313.15) K
The solubility of Avermectin B1a (AVM B1a) in the three binary solvent mixtures, (acetone + water), (acetone + n-hexane) and (isopropanol + n-hexane) was determined gravimetrically with the temperature ranging from 283.15 K to 313.15 K under atmospheric conditions. The experimental results indicate that the solubility of AVM B1a increased with increasing temperature at certain solvent composition, and decreased with increasing mole fraction of water and n-hexane. Besides, the modified Apelblat equation, CNIBS/R-K model and Jouyban-Acree model were employed to correlate the solubility results obtained. All the selected models provide satisfactory results. Furthermore, the mixing thermodynamic properties were calculated based on the NRTL equation, a binary activity coefficient model. We also calculated the thermodynamic properties of the dissolution process of AVM B1a. The calculated results indicate that the dissolution process of AVM B1a in the tested solvents is endothermic and spontaneous.
Avermectin B1a
Solubility
Binary solvent mixtures
Thermodynamic model
Thermodynamic properties
10.1016/j.jct.2016.10.022
105
253-266
1
InChI=1S/C48H72O14/c1-11-25(2)43-28(5)17-18-47(62-43)23-34-20-33(61-47)16-15-27(4)42(26(3)13-12-14-32-24-55-45-40(49)29(6)19-35(46(51)58-34)48(32,45)52)59-39-22-37(54-10)44(31(8)57-39)60-38-21-36(53-9)41(50)30(7)56-38/h12-15,17-19,25-26,28,30-31,33-45,49-50,52H,11,16,20-24H2,1-10H3/b13-12+,27-15+,32-14+/t25-,26-,28-,30-,31-,33+,34-,35-,36-,37-,38-,39-,40+,41-,42-,43+,44-,45+,47+,48+/m0/s1
RRZXIRBKKLTSOM-XPNPUAGNSA-N
Avermectin B1a
5-O-demethylavermectin A1a
C48H72O14
1
Commercial source
1
Crystallization from solution
Dried by oven heating
Crystallization from solution
Dried by oven heating
2
98.12
4
HPLC
2
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
Gas chromatography
3
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
Gas chromatography
4
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
Gas chromatography
5
InChI=1S/H2O/h1H2
XLYOFNOQVPJJNP-UHFFFAOYSA-N
water
H2O
1
Commercial source
1
Fractional distillation
2
99.8
3
Estimated by the compiler
1
1
1
Principal objective of the work
AB
TRC
4/21/2017
1
Normal melting temperature, K
DTA
Crystal
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Crystal
Liquid
Air at 1 atmosphere
1
436.44
5
1
0.61
2
1
1
Principal objective of the work
AB
TRC
4/21/2017
1
Molar enthalpy of transition or fusion, kJ/mol
DSC
Crystal
Direct value, X
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Crystal
Liquid
Air at 1 atmosphere
1
28.92
4
1
0.64
3
2
1
5
1
1
1
Principal objective of the work
AB
TRC
4/21/2017
1
Mole fraction
Gravimetric analysis method
1
Liquid
Direct value, X
2
5
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Crystal
1
1
Pressure, kPa
Liquid
100
1
1
Temperature, K
Liquid
2
Solvent: Mole fraction
2
Liquid
1
283.15
5
2
0.2367
4
1
2.61e-05
3
1
9.3e-06
1
283.15
5
2
0.3175
4
1
0.0001677
4
1
3.63e-05
1
283.15
5
2
0.4199
4
1
0.0007102
4
1
0.0001294
1
283.15
5
2
0.5537
4
1
0.001883
4
1
0.000319
1
283.15
5
2
0.7363
4
1
0.004426
4
1
0.000714
1
283.15
5
2
1
4
1
0.009162
4
1
0.001467
1
288.15
5
2
0.2367
4
1
3.1e-05
3
1
9.9e-06
1
288.15
5
2
0.3175
4
1
0.00018
4
1
3.81e-05
1
288.15
5
2
0.4199
4
1
0.0007273
4
1
0.0001357
1
288.15
5
2
0.5537
4
1
0.002101
4
1
0.000355
1
288.15
5
2
0.7363
4
1
0.004657
4
1
0.000752
1
288.15
5
2
1
4
1
0.01037
4
1
0.00166
1
293.15
5
2
0.2367
4
1
4.5e-05
3
1
1.22e-05
1
293.15
5
2
0.3175
4
1
0.0002176
4
1
4.51e-05
1
293.15
5
2
0.4199
4
1
0.0008462
4
1
0.0001574
1
293.15
5
2
0.5537
4
1
0.002421
4
1
0.000407
1
293.15
5
2
0.7363
4
1
0.00525
4
1
0.000848
1
293.15
5
2
1
4
1
0.01191
4
1
0.00191
1
298.15
5
2
0.2367
4
1
7.44e-05
3
1
1.78e-05
1
298.15
5
2
0.3175
4
1
0.0002957
4
1
5.83e-05
1
298.15
5
2
0.4199
4
1
0.001027
4
1
0.000187
1
298.15
5
2
0.5537
4
1
0.002723
4
1
0.000457
1
298.15
5
2
0.7363
4
1
0.0058
4
1
0.000938
1
298.15
5
2
1
4
1
0.01343
4
1
0.00215
1
303.15
5
2
0.2367
4
1
9.2e-05
3
1
2.14e-05
1
303.15
5
2
0.3175
4
1
0.0003588
4
1
7.06e-05
1
303.15
5
2
0.4199
4
1
0.001243
4
1
0.000225
1
303.15
5
2
0.5537
4
1
0.003236
4
1
0.000541
1
303.15
5
2
0.7363
4
1
0.00669
4
1
0.001082
1
303.15
5
2
1
4
1
0.01514
4
1
0.00242
1
308.15
5
2
0.2367
4
1
0.0001161
4
1
2.92e-05
1
308.15
5
2
0.3175
4
1
0.0005031
4
1
9.69e-05
1
308.15
5
2
0.4199
4
1
0.001625
4
1
0.000293
1
308.15
5
2
0.5537
4
1
0.004185
4
1
0.0007
1
308.15
5
2
0.7363
4
1
0.008601
4
1
0.001387
1
308.15
5
2
1
4
1
0.0175
4
1
0.0028
1
313.15
5
2
0.2367
4
1
0.0001475
4
1
3.48e-05
1
313.15
5
2
0.3175
4
1
0.0005846
4
1
0.0001133
1
313.15
5
2
0.4199
4
1
0.00193
4
1
0.000349
1
313.15
5
2
0.5537
4
1
0.005017
4
1
0.000837
1
313.15
5
2
0.7363
4
1
0.0101
4
1
0.00163
1
313.15
5
2
1
4
1
0.01945
4
1
0.00311
4
2
1
3
1
1
1
Principal objective of the work
AB
TRC
4/21/2017
1
Mole fraction
Gravimetric analysis method
1
Liquid
Direct value, X
2
3
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Crystal
1
1
Pressure, kPa
Liquid
100
1
1
Temperature, K
Liquid
2
Solvent: Mole fraction
2
Liquid
1
283.15
5
2
0.2706
4
1
0.0005443
4
1
0.0001004
1
283.15
5
2
0.3887
4
1
0.001631
4
1
0.00028
1
283.15
5
2
0.4973
4
1
0.003515
4
1
0.000592
1
283.15
5
2
0.5974
4
1
0.005534
4
1
0.000899
1
283.15
5
2
0.69
4
1
0.007141
4
1
0.001146
1
283.15
5
2
0.7759
4
1
0.008038
4
1
0.001288
1
283.15
5
2
0.8558
4
1
0.008694
4
1
0.001392
1
283.15
5
2
0.9303
4
1
0.00919
4
1
0.001471
1
283.15
5
2
1
4
1
0.009162
4
1
0.001467
1
288.15
5
2
0.2706
4
1
0.0006544
4
1
0.000116
1
288.15
5
2
0.3887
4
1
0.00173
4
1
0.000298
1
288.15
5
2
0.4973
4
1
0.003904
4
1
0.000654
1
288.15
5
2
0.5974
4
1
0.005781
4
1
0.000938
1
288.15
5
2
0.69
4
1
0.007575
4
1
0.001218
1
288.15
5
2
0.7759
4
1
0.009076
4
1
0.001454
1
288.15
5
2
0.8558
4
1
0.009727
4
1
0.001557
1
288.15
5
2
0.9303
4
1
0.01026
4
1
0.00164
1
288.15
5
2
1
4
1
0.01037
4
1
0.00166
1
293.15
5
2
0.2706
4
1
0.0007382
4
1
0.0001295
1
293.15
5
2
0.3887
4
1
0.001914
4
1
0.000325
1
293.15
5
2
0.4973
4
1
0.003924
4
1
0.000655
1
293.15
5
2
0.5974
4
1
0.005853
4
1
0.000953
1
293.15
5
2
0.69
4
1
0.008138
4
1
0.00131
1
293.15
5
2
0.7759
4
1
0.009764
4
1
0.001564
1
293.15
5
2
0.8558
4
1
0.01081
4
1
0.00173
1
293.15
5
2
0.9303
4
1
0.01145
4
1
0.00183
1
293.15
5
2
1
4
1
0.01191
4
1
0.00191
1
298.15
5
2
0.2706
4
1
0.0008932
4
1
0.0001559
1
298.15
5
2
0.3887
4
1
0.002286
4
1
0.000384
1
298.15
5
2
0.4973
4
1
0.004281
4
1
0.000718
1
298.15
5
2
0.5974
4
1
0.00677
4
1
0.001102
1
298.15
5
2
0.69
4
1
0.009063
4
1
0.001457
1
298.15
5
2
0.7759
4
1
0.01076
4
1
0.00172
1
298.15
5
2
0.8558
4
1
0.01206
4
1
0.00193
1
298.15
5
2
0.9303
4
1
0.01294
4
1
0.00207
1
298.15
5
2
1
4
1
0.01343
4
1
0.00215
1
303.15
5
2
0.2706
4
1
0.0012
4
1
0.000205
1
303.15
5
2
0.3887
4
1
0.002732
4
1
0.000457
1
303.15
5
2
0.4973
4
1
0.005024
4
1
0.000839
1
303.15
5
2
0.5974
4
1
0.007754
4
1
0.001261
1
303.15
5
2
0.69
4
1
0.01026
4
1
0.00165
1
303.15
5
2
0.7759
4
1
0.01204
4
1
0.00193
1
303.15
5
2
0.8558
4
1
0.01348
4
1
0.00216
1
303.15
5
2
0.9303
4
1
0.01472
4
1
0.00236
1
303.15
5
2
1
4
1
0.01514
4
1
0.00242
1
308.15
5
2
0.2706
4
1
0.00135
4
1
0.000233
1
308.15
5
2
0.3887
4
1
0.00321
4
1
0.000536
1
308.15
5
2
0.4973
4
1
0.00575
4
1
0.000963
1
308.15
5
2
0.5974
4
1
0.00912
4
1
0.001485
1
308.15
5
2
0.69
4
1
0.01209
4
1
0.00195
1
308.15
5
2
0.7759
4
1
0.01492
4
1
0.00239
1
308.15
5
2
0.8558
4
1
0.01601
4
1
0.00256
1
308.15
5
2
0.9303
4
1
0.01678
4
1
0.00269
1
308.15
5
2
1
4
1
0.0175
4
1
0.0028
1
313.15
5
2
0.2706
4
1
0.00145
4
1
0.000255
1
313.15
5
2
0.3887
4
1
0.003774
4
1
0.000633
1
313.15
5
2
0.4973
4
1
0.006904
4
1
0.001157
1
313.15
5
2
0.5974
4
1
0.01087
4
1
0.00177
1
313.15
5
2
0.69
4
1
0.01422
4
1
0.00229
1
313.15
5
2
0.7759
4
1
0.01689
4
1
0.00271
1
313.15
5
2
0.8558
4
1
0.01872
4
1
0.003
1
313.15
5
2
0.9303
4
1
0.01931
4
1
0.00309
1
313.15
5
2
1
4
1
0.01945
4
1
0.00311
5
4
1
3
1
1
1
Principal objective of the work
AB
TRC
4/21/2017
1
Mole fraction
Gravimetric analysis method
1
Liquid
Direct value, X
4
3
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Crystal
1
1
Pressure, kPa
Liquid
100
1
1
Temperature, K
Liquid
2
Solvent: Mole fraction
4
Liquid
1
283.15
5
2
0.2623
4
1
0.0009538
4
1
0.0001639
1
283.15
5
2
0.3787
4
1
0.002227
4
1
0.000367
1
283.15
5
2
0.4867
4
1
0.003438
4
1
0.000565
1
283.15
5
2
0.5871
4
1
0.004825
4
1
0.000781
1
283.15
5
2
0.6808
4
1
0.005785
4
1
0.000931
1
283.15
5
2
0.7684
4
1
0.006485
4
1
0.001041
1
283.15
5
2
0.8505
4
1
0.006536
4
1
0.001049
1
283.15
5
2
0.9275
4
1
0.006001
4
1
0.000963
1
283.15
5
2
1
4
1
0.004806
4
1
0.00077
1
288.15
5
2
0.2623
4
1
0.00136
4
1
0.000227
1
288.15
5
2
0.3787
4
1
0.002739
4
1
0.000452
1
288.15
5
2
0.4867
4
1
0.004531
4
1
0.000744
1
288.15
5
2
0.5871
4
1
0.006217
4
1
0.001005
1
288.15
5
2
0.6808
4
1
0.007616
4
1
0.001223
1
288.15
5
2
0.7684
4
1
0.008246
4
1
0.001322
1
288.15
5
2
0.8505
4
1
0.008423
4
1
0.00135
1
288.15
5
2
0.9275
4
1
0.00758
4
1
0.001215
1
288.15
5
2
1
4
1
0.005886
4
1
0.000943
1
293.15
5
2
0.2623
4
1
0.001673
4
1
0.000278
1
293.15
5
2
0.3787
4
1
0.003367
4
1
0.000556
1
293.15
5
2
0.4867
4
1
0.005606
4
1
0.000921
1
293.15
5
2
0.5871
4
1
0.007742
4
1
0.00125
1
293.15
5
2
0.6808
4
1
0.00925
4
1
0.001484
1
293.15
5
2
0.7684
4
1
0.01016
4
1
0.00163
1
293.15
5
2
0.8505
4
1
0.01039
4
1
0.00166
1
293.15
5
2
0.9275
4
1
0.009276
4
1
0.001486
1
293.15
5
2
1
4
1
0.007102
4
1
0.001137
1
298.15
5
2
0.2623
4
1
0.002234
4
1
0.00037
1
298.15
5
2
0.3787
4
1
0.004297
4
1
0.000706
1
298.15
5
2
0.4867
4
1
0.00687
4
1
0.001127
1
298.15
5
2
0.5871
4
1
0.009504
4
1
0.001534
1
298.15
5
2
0.6808
4
1
0.0112
4
1
0.0018
1
298.15
5
2
0.7684
4
1
0.01196
4
1
0.00192
1
298.15
5
2
0.8505
4
1
0.0121
4
1
0.00194
1
298.15
5
2
0.9275
4
1
0.01061
4
1
0.0017
1
298.15
5
2
1
4
1
0.008039
4
1
0.001287
1
303.15
5
2
0.2623
4
1
0.002818
4
1
0.000465
1
303.15
5
2
0.3787
4
1
0.005316
4
1
0.00087
1
303.15
5
2
0.4867
4
1
0.00814
4
1
0.001334
1
303.15
5
2
0.5871
4
1
0.01126
4
1
0.00182
1
303.15
5
2
0.6808
4
1
0.0129
4
1
0.00207
1
303.15
5
2
0.7684
4
1
0.01375
4
1
0.0022
1
303.15
5
2
0.8505
4
1
0.01352
4
1
0.00216
1
303.15
5
2
0.9275
4
1
0.0124
4
1
0.00199
1
303.15
5
2
1
4
1
0.009604
4
1
0.001538
1
308.15
5
2
0.2623
4
1
0.003413
4
1
0.000564
1
308.15
5
2
0.3787
4
1
0.006533
4
1
0.001071
1
308.15
5
2
0.4867
4
1
0.01027
4
1
0.00168
1
308.15
5
2
0.5871
4
1
0.01353
4
1
0.00218
1
308.15
5
2
0.6808
4
1
0.01538
4
1
0.00247
1
308.15
5
2
0.7684
4
1
0.01604
4
1
0.00257
1
308.15
5
2
0.8505
4
1
0.01572
4
1
0.00252
1
308.15
5
2
0.9275
4
1
0.01476
4
1
0.00236
1
308.15
5
2
1
4
1
0.01126
4
1
0.0018
1
313.15
5
2
0.2623
4
1
0.004015
4
1
0.000662
1
313.15
5
2
0.3787
4
1
0.007557
4
1
0.00124
1
313.15
5
2
0.4867
4
1
0.01193
4
1
0.00195
1
313.15
5
2
0.5871
4
1
0.01589
4
1
0.00256
1
313.15
5
2
0.6808
4
1
0.01862
4
1
0.00298
1
313.15
5
2
0.7684
4
1
0.01954
4
1
0.00313
1
313.15
5
2
0.8505
4
1
0.01906
4
1
0.00305
1
313.15
5
2
0.9275
4
1
0.0178
4
1
0.00285
1
313.15
5
2
1
4
1
0.01372
4
1
0.0022
6
2
1
1
1
Principal objective of the work
AB
TRC
4/21/2017
1
Mole fraction
Gravimetric analysis method
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
283.15
5
1
0.009162
4
1
0.001467
1
288.15
5
1
0.01037
4
1
0.00166
1
293.15
5
1
0.01191
4
1
0.00191
1
298.15
5
1
0.01343
4
1
0.00215
1
303.15
5
1
0.01514
4
1
0.00242
1
308.15
5
1
0.0175
4
1
0.0028
1
313.15
5
1
0.01945
4
1
0.00311
7
4
1
1
1
Principal objective of the work
AB
TRC
4/21/2017
1
Mole fraction
Gravimetric analysis method
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
283.15
5
1
0.004806
4
1
0.00077
1
288.15
5
1
0.005886
4
1
0.000943
1
293.15
5
1
0.007102
4
1
0.001137
1
298.15
5
1
0.008039
4
1
0.001287
1
303.15
5
1
0.009604
4
1
0.001538
1
308.15
5
1
0.01126
4
1
0.0018
1
313.15
5
1
0.01372
4
1
0.0022
8
4
1
1
1
Principal objective of the work
AB
TRC
4/21/2017
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
283.15
5
1
0.004441
4
1
0.000357
1
288.15
5
1
0.005247
4
1
0.000422
1
293.15
5
1
0.006489
4
1
0.000521
1
298.15
5
1
0.007321
4
1
0.000588
1
303.15
5
1
0.008889
4
1
0.000714
1
308.15
5
1
0.01041
4
1
0.00084
1
313.15
5
1
0.01286
4
1
0.00103