2
0
2017
smi
bad
0
journal
Original
Smirnov, V. I.
Badelin, V. G.
Thermochim. Acta
2017
2020-09-29
Thermodynamic characteristics of trans-4-hydroxy-L-proline dissolution in some (water +amide) mixtures at T= 298.15 K
The enthalpies of solution have been determined for 4- hydroxyproline in aqueous solutions of formamide (FA), N-methylformamide (MFA), N, N-dimethylformamide (DMF) and N, N-dimethylacetamide (DMA). The measurements have been made at 298.15 K and mole fraction of amide x2 = (0 to 0.3) on the precise isothermic calorimeter. The results obtained have been used to calculate the standard enthalpies of solution and transfer of 4-hydroxyproline from water into mixtures as well as the enthalpy coefficients of pairwise interaction (hxy) of 4-hydroxyproline with amides in aqueous solution. The interrelation between enthalpy characteristics of dissolution (transfer) of 4-hydroxyproline and the composition of (water+amide) binary mixtures has been established. Contributions of the amides properties (molar volume, dipolarity/polarizability, acidity, and basicity) to the energy of pairwise interactions have been estimated quantitatively by means of a modified Kamlet-Taft equation.
Amino acid
Water
Organic solvents
Enthalpy of solution
Enthalpy of transfer
Mixed solvents
10.1016/j.tca.2017.03.022
653
27-31
1
InChI=1S/C5H9NO3/c7-3-1-4(5(8)9)6-2-3/h3-4,6-7H,1-2H2,(H,8,9)/t3-,4+/m1/s1
PMMYEEVYMWASQN-DMTCNVIQSA-N
(2S,4R)-4-hydroxypyrrolidine-2-carboxylic acid
trans-L-4-hydroxyproline
C5H9NO3
1
Commercial source
1
99
3
Stated by supplier
2
InChI=1S/CH3NO/c2-1-3/h1H,(H2,2,3)
ZHNUHDYFZUAESO-UHFFFAOYSA-N
formamide
carbamaldehyde
formimidic acid
methanamide
CH3NO
1
Commercial source
1
99.8
3
Stated by supplier
2
0.03
2
Karl Fischer titration
3
InChI=1S/C2H5NO/c1-3-2-4/h2H,1H3,(H,3,4)
ATHHXGZTWNVVOU-UHFFFAOYSA-N
N-methylformamide
N-methylformamide [NMF]
N-methylmethanamide
methylformamide
C2H5NO
1
Commercial source
1
99
3
Stated by supplier
2
0.03
2
Karl Fischer titration
4
InChI=1S/C4H9NO/c1-4(6)5(2)3/h1-3H3
FXHOOIRPVKKKFG-UHFFFAOYSA-N
N,N-dimethylethanamide
N,N-dimethylacetamide
N,N-dimethylacetamide [DMA]
C4H9NO
1
Commercial source
1
99.8
3
Stated by supplier
2
0.005
1
Karl Fischer titration
5
InChI=1S/C3H7NO/c1-4(2)3-5/h3H,1-2H3
ZMXDDKWLCZADIW-UHFFFAOYSA-N
dimethylformamide
DMF
DMFA
N,N-dimethylformamide
N,N-dimethylmethanamide
dimethylformamide (DMF)
C3H7NO
1
Commercial source
1
99
3
Stated by supplier
2
0.005
1
Karl Fischer titration
6
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
2
1
6
1
Principal objective of the work
AB
TRC
8/4/2017
1
Molar enthalpy of solution, kJ/mol
ISOPERIBOL
Liquid
Difference with the reference state, X-X(REF)
Pure solute at the same temperature and pressure
Crystal
2
6
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
1
Mole fraction
1
Liquid
0
1
2
Pressure, kPa
Liquid
100.5
4
3
Temperature, K
Liquid
298.15
5
1
Solvent: Mole fraction
2
Liquid
1
0.018
2
1
7.25
3
1
0.08
1
0.04
2
1
7.16
3
1
0.08
1
0.062
2
1
7.08
3
1
0.08
1
0.085
2
1
6.97
3
1
0.1
1
0.109
3
1
6.86
3
1
0.08
1
0.139
3
1
6.75
3
1
0.08
1
0.166
3
1
6.62
3
1
0.08
1
0.196
3
1
6.49
3
1
0.08
1
0.232
3
1
6.36
3
1
0.09
1
0.256
3
1
6.31
3
1
0.09
1
0.297
3
1
6.32
3
1
0.08
1
0
1
1
7.3
3
1
0.08
2
1
1
3
1
6
1
Principal objective of the work
AB
TRC
8/4/2017
1
Molar enthalpy of solution, kJ/mol
ISOPERIBOL
Liquid
Difference with the reference state, X-X(REF)
Pure solute at the same temperature and pressure
Crystal
3
6
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
1
Mole fraction
1
Liquid
0
1
2
Pressure, kPa
Liquid
100.5
4
3
Temperature, K
Liquid
298.15
5
1
Solvent: Mole fraction
3
Liquid
1
0.013
2
1
7.79
3
1
0.23
1
0.027
2
1
8.25
3
1
0.22
1
0.042
2
1
8.75
3
1
0.22
1
0.058
2
1
9.31
3
1
0.22
1
0.074
2
1
9.85
3
1
0.21
1
0.092
2
1
10.34
4
1
0.17
1
0.111
3
1
10.75
4
1
0.17
1
0.132
3
1
11.21
4
1
0.16
1
0.154
3
1
11.58
4
1
0.13
1
0.178
3
1
11.81
4
1
0.1
1
0.232
3
1
11.59
4
1
0.12
1
0
1
1
7.3
3
1
0.08
3
1
1
4
1
6
1
Principal objective of the work
AB
TRC
8/4/2017
1
Molar enthalpy of solution, kJ/mol
ISOPERIBOL
Liquid
Difference with the reference state, X-X(REF)
Pure solute at the same temperature and pressure
Crystal
4
6
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
1
Mole fraction
1
Liquid
0
1
2
Pressure, kPa
Liquid
100.5
4
3
Temperature, K
Liquid
298.15
5
1
Solvent: Mole fraction
4
Liquid
1
0.01
2
1
7.96
3
1
0.39
1
0.021
2
1
8.63
3
1
0.37
1
0.032
2
1
9.28
3
1
0.35
1
0.044
2
1
9.93
3
1
0.32
1
0.056
2
1
10.49
4
1
0.29
1
0.071
2
1
11.17
4
1
0.28
1
0.085
2
1
11.73
4
1
0.25
1
0.101
3
1
12.27
4
1
0.23
1
0.12
3
1
12.87
4
1
0.2
1
0.14
3
1
13.38
4
1
0.17
1
0.184
3
1
14.17
4
1
0.17
1
0
1
1
7.3
3
1
0.08
4
1
1
5
1
6
1
Principal objective of the work
AB
TRC
8/4/2017
1
Molar enthalpy of solution, kJ/mol
ISOPERIBOL
Liquid
Difference with the reference state, X-X(REF)
Pure solute at the same temperature and pressure
Crystal
5
6
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
1
Mole fraction
1
Liquid
0
1
2
Pressure, kPa
Liquid
100.5
4
3
Temperature, K
Liquid
298.15
5
1
Solvent: Mole fraction
5
Liquid
1
0.009
1
1
8.08
3
1
0.54
1
0.018
2
1
8.89
3
1
0.52
1
0.027
2
1
9.63
3
1
0.57
1
0.037
2
1
10.68
4
1
0.6
1
0.048
2
1
11.69
4
1
0.51
1
0.061
2
1
12.69
4
1
0.47
1
0.072
2
1
13.53
4
1
0.49
1
0.086
2
1
14.67
4
1
0.43
1
0.099
2
1
15.38
4
1
0.28
1
0.116
3
1
15.95
4
1
0.22
1
0.172
3
1
13.58
4
1
0.28
1
0
1
1
7.3
3
1
0.08
5
1
1
6
1
Principal objective of the work
AB
TRC
8/4/2017
1
Molar enthalpy of solution, kJ/mol
ISOPERIBOL
Liquid
Difference with the reference state, X-X(REF)
Pure solute at the same temperature and pressure
Crystal
6
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
1
Temperature, K
Liquid
2
Mole fraction
1
Liquid
3
Pressure, kPa
Liquid
1
298.15
5
2
0
1
3
100.5
4
1
7.3
3
1
0.08