Thermodynamics and Intermolecular Interactions of Nicotinamide in Neat and Binary Solutions: Experimental Measurements and COSMO-RS Concentration Dependent Reactions Investigations
Abstract
:1. Introduction
2. Results and Discussion
2.1. Solid Characteristics
2.2. Solubility Characteristics
2.3. Spectroscopic and DSC Characterization of Sediments
2.4. Intermolecular Interactions of Nicotinamide in Aqueous Organic Solvent Mixtures
2.5. Results of COSMO-RS and DARE Computations
3. Materials and Methods
3.1. Experimental Protocol
3.1.1. Chemicals
3.1.2. Solubility Measurements
3.1.3. FTIR-ATR Solid-State Characterization
3.1.4. Differential Scanning Calorimetry (DSC)
3.2. Quantum-Chemical Computations
3.2.1. COSMO-RS Computations
3.2.2. COSMO–RS–DARE Computations
4. Conclusions
Supplementary Materials
Author Contributions
Funding
Institutional Review Board Statement
Informed Consent Statement
Data Availability Statement
Conflicts of Interest
References
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Tm (K) | ΔHm (kJ/mol) |
---|---|
402.03 (±0.09) 1 | 24.21 (±0.27) 1 |
398.5 2, 401.2 3, 401.7 4, 401.6 5, 401.2 6, 401.4 7, 403.8 8, 401.6 9, 402.0 10 | 16.7 2, 23.7 3, 22.58 4, 20.5 5, 25.4 6, 23.2 7, 23.8 8, 25.5 9, 26.94 10, 23.9 11 |
T (K) | 298.15 | 303.15 | 308.15 | 313.15 |
---|---|---|---|---|
water | 99.9 ± 5.1 | 114.9 ± 4.6 | 133.2 ± 2.4 | 154.2 ± 4.2 |
1,4-dioxane | 16.9 ± 0.9 | 20.4 ± 0.8 | 24.6 ± 0.7 | 30.4 ± 0.6 |
DMSO | 120.6 ± 3.5 | 150.7 ± 7.1 | 198.7 ± 3.2 | 265.5 ± 3.8 |
DMF | 206.1 ± 11.9 | 226.7 ± 11.1 | 271.8 ± 9.3 | 325.9 ± 3.5 |
acetonitrile | 8.6 ± 0.5 | 10.9 ± 0.5 | 13.4 ± 0.4 | 16.0 ± 0.2 |
methanol | 74.1 ± 3.5 | 85.6 ± 2.5 | 100.1 ± 4.4 | 115.7 ± 2.6 |
ideal | 118.12 | 133.08 | 149.60 | 167.82 |
T (K) | ||||
---|---|---|---|---|
x2 | 298.15 | 303.15 | 308.15 | 313.15 |
acetonitrile | ||||
0.2 | 112.9 ± 0.4 | 127.8 ± 3.8 | 144.0 ± 3.7 | 4.2 ± 165.7 |
0.4 | 101.1 ± 0.5 | 114.1 ± 4.6 | 132.3 ± 1.6 | 3.4 ± 152.0 |
0.6 | 64.8 ± 0.6 | 76.7 ± 1.9 | 92.0 ± 3.0 | 3.0 ± 109.0 |
0.8 | 40.6 ± 0.6 | 48.3 ± 1.7 | 57.6 ± 1.7 | 0.5 ± 69.5 |
1,4-dioxane | ||||
0.2 | 91.6 ± 5.4 | 107.1 ± 4.2 | 125.6 ± 4.8 | 149.0 ± 1.7 |
0.4 | 84.6 ± 5.9 | 99.9 ± 4.3 | 118.5 ± 1.4 | 139.7 ± 3.0 |
0.6 | 71.4 ± 2.7 | 84.6 ± 3.5 | 103.6 ± 3.1 | 125.0 ± 1.4 |
0.8 | 49.3 ± 2.6 | 60.4 ± 0.3 | 75.3 ± 2.2 | 94.7 ± 2.9 |
DMF | ||||
0.2 | 136.1 ± 3.7 | 157.6 ± 5.5 | 180.1 ± 2.5 | 214.5 ± 5.3 |
0.4 | 164.5 ± 7.8 | 187.1 ± 0.5 | 217.8 ± 8.1 | 256.4 ± 3.1 |
0.6 | 179.7 ± 3.0 | 202.5 ± 5.4 | 236.1 ± 2.5 | 287.5 ± 7.1 |
0.8 | 192.7 ± 4.8 | 216.1 ± 2.2 | 254.4 ± 5.8 | 312.4 ± 4.2 |
DMSO | ||||
0.2 | 112.9 ± 2.5 | 129.2 ± 4.1 | 149.7 ± 1.5 | 185.4 ± 2.9 |
0.4 | 120.9 ± 5.9 | 139.2 ± 3.6 | 168.3 ± 4.8 | 217.7 ± 4.5 |
0.6 | 139.7 ± 5.9 | 170.8 ± 6.6 | 225.3 ± 4.4 | 304.3 ± 8.0 |
0.8 | 223.0 ± 4.5 | 254.6 ± 10.5 | 319.2 ± 4.4 | 402.7 ± 6.8 |
MeOH | ||||
0.2 | 94.0 ± 0.8 | 112.0 ± 3.8 | 131.9 ± 3.7 | 152.0 ± 2.2 |
0.4 | 94.9 ± 0.6 | 114.3 ± 3.8 | 133.9 ± 3.5 | 156.8 ± 3.6 |
0.6 | 90.4 ± 5.0 | 109.1 ± 4.3 | 128.1 ± 4.6 | 151.0 ± 2.5 |
0.8 | 84.4 ± 3.0 | 101.4 ± 3.5 | 119.2 ± 1.3 | 141.0 ± 2.6 |
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Cysewski, P.; Przybyłek, M.; Kowalska, A.; Tymorek, N. Thermodynamics and Intermolecular Interactions of Nicotinamide in Neat and Binary Solutions: Experimental Measurements and COSMO-RS Concentration Dependent Reactions Investigations. Int. J. Mol. Sci. 2021, 22, 7365. https://doi.org/10.3390/ijms22147365
Cysewski P, Przybyłek M, Kowalska A, Tymorek N. Thermodynamics and Intermolecular Interactions of Nicotinamide in Neat and Binary Solutions: Experimental Measurements and COSMO-RS Concentration Dependent Reactions Investigations. International Journal of Molecular Sciences. 2021; 22(14):7365. https://doi.org/10.3390/ijms22147365
Chicago/Turabian StyleCysewski, Piotr, Maciej Przybyłek, Anna Kowalska, and Natalia Tymorek. 2021. "Thermodynamics and Intermolecular Interactions of Nicotinamide in Neat and Binary Solutions: Experimental Measurements and COSMO-RS Concentration Dependent Reactions Investigations" International Journal of Molecular Sciences 22, no. 14: 7365. https://doi.org/10.3390/ijms22147365