2
0
2011
smi
bri
0
journal
Original
Smith, K. B.
Bridson, R. H.
Leeke, G. A.
J. Chem. Eng. Data
2011
2020-09-29
Solubilities of Pharmaceutical Compounds in Ionic Liquids
The solubilities of paracetamol and ibuprofen were determined in two different ionic liquids at temperatures of 298.15 K, 308.15 K, 318.15 K, 328.15 K, and 338.15 K. The ionic liquids selected were 1-butyl-3-methylimidazolium hexafluorophosphate [BMIM][PF6] and 1-hexyl-3-methylimidazolium hexafluorophosphate [HMIM][PF6]. In addition, solubility data for paracetamol and ibuprofen in water are reported at the same temperatures extending the data commonly reported in pharmaceutical reference texts. For all solvents the concentration of drug in solution was determined by UV spectrophotometry.
Paracetamol, ibuprofen, ionic liquid, solubility data, 1-butyl-3-methylimidazolium
hexafluorophosphate, 1-hexyl-3-methylimidazolium hexafluorophosphate
10.1021/je101040p
5
56
2039-2043
1
InChI=1S/C8H15N2.F6P/c1-3-4-5-10-7-6-9(2)8-10;1-7(2,3,4,5)6/h6-8H,3-5H2,1-2H3;/q+1;-1
IXQYBUDWDLYNMA-UHFFFAOYSA-N
1-butyl-3-methylimidazolium hexafluorophosphate
1-butyl-3-methyl-1H-imidazol-3-ium hexafluorophosphate
1-butyl-3-methylimidazolium hexafluorophosphate [BMIM][PF6]
1-n-butyl-3-methylimidazolium hexafluorophosphate
1-n-butyl-3-methylimidazolium hexafluorophosphate [BMIM][PF6]
C8H15F6N2P
1
Commercial source
1
99
2
Stated by supplier
2
0.15
2
Karl Fischer titration
2
InChI=1S/C10H19N2.F6P/c1-3-4-5-6-7-12-9-8-11(2)10-12;1-7(2,3,4,5)6/h8-10H,3-7H2,1-2H3;/q+1;-1
YPWSSSRXUOQNMQ-UHFFFAOYSA-N
1-hexyl-3-methylimidazolium hexafluorophosphate
C10H19F6N2P
1
Commercial source
1
98
2
Stated by supplier
2
0.15
2
Karl Fischer titration
3
InChI=1S/C13H18O2/c1-9(2)8-11-4-6-12(7-5-11)10(3)13(14)15/h4-7,9-10H,8H2,1-3H3,(H,14,15)
HEFNNWSXXWATRW-UHFFFAOYSA-N
ibuprofen
C13H18O2
1
Commercial source
4
InChI=1S/C8H9NO2/c1-6(10)9-7-2-4-8(11)5-3-7/h2-5,11H,1H3,(H,9,10)
RZVAJINKPMORJF-UHFFFAOYSA-N
N-acetyl-p-aminophenol
4'-hydroxyacetanilide
4-acetamidophenol
4-hydroxyacetanilide
N-(4-hydroxyphenyl)acetamide
N-(4-hydroxyphenyl)ethanamide
acetagesic
acetamide, N-(4-hydroxyphenyl)-
acetaminophen
acetanilide, 4'-hydroxy-
p-acetamidophenol
p-hydroxyacetanilide
panadol
paracetamol
tempra
C8H9NO2
1
Commercial source
1
99
2
Stated by supplier
5
InChI=1S/H2O/h1H2
XLYOFNOQVPJJNP-UHFFFAOYSA-N
water
H2O
1
Commercial source
1
99.9
3
Stated by supplier
1
3
1
1
1
Principal objective of the work
PAA
XXX
6/10/2011
1
Mass concentration, kg/m3
UV Spectrophotometry
Liquid
Direct value, X
1
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Crystal
3
1
Pressure, kPa
Liquid
101
3
1
Temperature, K
Liquid
1
298.15
5
1
12.176
5
1
1.218
1
308.15
5
1
20.271
5
1
2.027
1
318.15
5
1
31.527
5
1
3.153
1
328.15
5
1
36.448
5
1
3.645
1
338.15
5
1
56.806
5
1
5.681
2
4
1
1
1
Principal objective of the work
PAA
XXX
6/10/2011
1
Mass concentration, kg/m3
UV Spectrophotometry
Liquid
Direct value, X
1
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Crystal
4
1
Pressure, kPa
Liquid
101
3
1
Temperature, K
Liquid
1
298.15
5
1
6.948
4
1
0.695
1
308.15
5
1
10.05
5
1
1.34
1
318.15
5
1
11.0141
6
1
2.3097
1
328.15
5
1
15.668
5
1
1.567
1
338.15
5
1
23.087
5
1
2.309
3
3
1
2
1
Principal objective of the work
PAA
XXX
6/10/2011
1
Mass concentration, kg/m3
UV Spectrophotometry
Liquid
Direct value, X
2
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Crystal
3
1
Pressure, kPa
Liquid
101
3
1
Temperature, K
Liquid
1
298.15
5
1
26.384
5
1
3.815
1
308.15
5
1
37.198
5
1
4.528
1
318.15
5
1
50.763
5
1
5.076
1
328.15
5
1
65.882
5
1
6.588
1
338.15
5
1
120.413
6
1
12.041
4
4
1
2
1
Principal objective of the work
PAA
XXX
6/10/2011
1
Mass concentration, kg/m3
UV Spectrophotometry
Liquid
Direct value, X
2
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Crystal
4
1
Pressure, kPa
Liquid
101
3
1
Temperature, K
Liquid
1
298.15
5
1
13.209
5
1
2.136
1
308.15
5
1
15.223
5
1
1.522
1
318.15
5
1
20.855
5
1
2.524
1
328.15
5
1
26.125
5
1
2.613
1
338.15
5
1
30.401
5
1
5.607
5
5
1
3
1
Principal objective of the work
PAA
XXX
6/10/2011
1
Mass concentration, kg/m3
UV Spectrophotometry
Liquid
Direct value, X
5
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Crystal
3
1
Pressure, kPa
Liquid
101
3
1
Temperature, K
Liquid
1
298.15
5
1
0.124
3
1
0.012
1
308.15
5
1
0.179
3
1
0.037
1
318.15
5
1
0.276
3
1
0.141
1
328.15
5
1
0.376
3
1
0.128
1
338.15
5
1
0.523
3
1
0.15
6
4
1
5
1
Principal objective of the work
PAA
XXX
6/10/2011
1
Mass concentration, kg/m3
UV Spectrophotometry
Liquid
Direct value, X
5
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
Crystal
4
1
Pressure, kPa
Liquid
101
3
1
Temperature, K
Liquid
1
298.15
5
1
19.159
5
1
1.916
1
308.15
5
1
25.446
5
1
2.545
1
318.15
5
1
34.453
5
1
3.445
1
328.15
5
1
51.596
5
1
5.16
1
338.15
5
1
66.552
5
1
6.655