Thermodynamics Research Center / ThermoML | Journal of Chemical and Engineering Data

Solubility and Mixing Thermodynamics Properties of p-Toluenesulfonamide and o-Toluenesulfonamide in Seven Monosolvents at Different Temperatures

Wu, Yufang, Zhang, Xiaolu, Di, Yanchao, Kang, Yu, Bai, Li
J. Chem. Eng. Data 2017, 62, 11, 4015-4026
ABSTRACT
The solubility of p-toluenesulfonamide and o-toluenesulfonamide in seven mono-solvents of methanol, ethanol, n-propanol, isopropanol, n-butanol, acetonitrile and ethyl acetate were measured by using the isothermal saturation method at temperature ranging from (283.15 to 318.15) K under 101.3 kPa. The mole fraction solubility of p-toluenesulfonamide and o-toluenesulfonamide in those selected mono-solvents increased with the increase in temperature. The maximum mole fraction solubility of o-toluenesulfonamide was observed in ethyl acetate (0.07748 at 318.15 K), followed by that in acetonitrile (0.07368 at 318.15K), methanol (0.05790 at 318.15 K), ethanol (0.04564 at 318.15 K), n-propanol (0.04271 at 318.15 K), isopropanol (0.04142 at 318.15 K) and n-butanol (0.03879 at 318.15 K) ; For p-toluenesulfonamide + solvents systems, the maximum mole fraction solubility was observed in acetonitrile (0.1588 at 318.15 K), followed by that in ethyl acetate (0.1329 at 318.15K), methanol (0.1043 at 318.15 K), ethanol (0.09142 at 318.15 K), n-propanol (0.06888 at 318.15 K), isopropanol (0.05092 at 318.15 K) and n-butanol (0.05645 at 318.15 K). The measured solubility data were correlated and calculated by using the modified Apelblat equation, Buchowski.Ksiazaczak Eh equation, Wilson model and NRTL model. The largest values of relative average deviations (RAD) and the root-mean-square deviations (RMSD) between the experimental and calculated solubility were 0.87 ~10-2 and 8.46 ~10-4, respectively. On the basis of the obtained solubility, the standard enthalpy of solution ( o Hsol ), the standard Gibbs energy ( o sol G ) of solution and the standard entropy of solution ( o sol S ) of p-toluenesulfonamide and o-toluenesulfonamide dissolved in mono-solvents were calculated. The results show that the dissolution of p-toluenesulfonamide and o-toluenesulfonamide in these mono-solvents is a spontaneous process. The correlation and curve fitting results indicated good correlation of the experimental solubility data of p-toluenesulfonamide and o-toluenesulfonamide with the modified Apelblat model. Therefore, the experimental solubility and correlation equations established in this study can be useful in the crystallization, purification in laboratories and related industries.
Compounds
# Formula Name
1 C7H9NO2S p-toluenesulfonamide
2 C7H9NO2S o-toluenesulfonamide
3 CH4O methanol
4 C2H6O ethanol
5 C3H8O propan-1-ol
6 C3H8O propan-2-ol
7 C2H3N acetonitrile
8 C4H8O2 ethyl acetate
9 C4H10O butan-1-ol
Datasets
The table above is generated from the ThermoML associated json file (link above). POMD and RXND refer to PureOrMixture and Reaction Datasets. The compound numbers are included in properties, variables, and phases, if specificied; the numbers refer to the table of compounds on the left.
Type Compound-# Property Variable Constraint Phase Method #Points
  • POMD
  • 1
  • 3
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 8
  • POMD
  • 1
  • 4
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 8
  • POMD
  • 1
  • 5
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 8
  • POMD
  • 1
  • 6
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 8
  • POMD
  • 1
  • 9
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 8
  • POMD
  • 1
  • 7
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 8
  • POMD
  • 1
  • 8
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 8
  • POMD
  • 2
  • 3
  • Mole fraction - 2 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 2
  • Chromatography
  • 8
  • POMD
  • 2
  • 4
  • Mole fraction - 2 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 2
  • Chromatography
  • 8
  • POMD
  • 2
  • 5
  • Mole fraction - 2 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 2
  • Chromatography
  • 8
  • POMD
  • 2
  • 6
  • Mole fraction - 2 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 2
  • Chromatography
  • 8
  • POMD
  • 2
  • 9
  • Mole fraction - 2 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 2
  • Chromatography
  • 8
  • POMD
  • 2
  • 7
  • Mole fraction - 2 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 2
  • Chromatography
  • 8
  • POMD
  • 2
  • 8
  • Mole fraction - 2 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 2
  • Chromatography
  • 8