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

Measurement, Correlation, and Thermodynamics of Solubility of Isatin in Nine Different Green Solvents at (298.15 to 338.15) K

Shakeel, F.[Faiyaz], Haq, N.[Nazrul], Iqbal, M.[Muzaffar], Alanazi, F. K.[Fars K.], Alsarra, I. A.[Ibrahim A.]
J. Chem. Eng. Data 2015, 60, 3, 801-805
ABSTRACT
The solubility of pharmacologically active poorly water-soluble compound isatin in nine different green solvents [water, ethanol, butanol-2, Transcutol [2-(2-ethoxyethoxy)ethanol], ethylene glycol (EG), ethyl acetate (EA), isopropyl alcohol (IPA), propylene glycol (PG), and polyethylene glycol-400 (PEG-400)] was measured from (298.15 to 338.15) K at atmospheric pressure. The measured solubilities of isatin were correlated with the Apelblat and ideal equations. For the Apelblat equation, the root-mean-square deviations (RMSD) and correlation coefficients (R2) (n = 5) were found to be (0.20 to 1.45) % and 0.9964 to 0.9999, respectively. However, for an ideal equation, the RMSD and R2 (n = 5) were obtained as (0.19 to 3.00) % and 0.9940 to 0.9990, respectively. The mole fraction solubility of isatin was observed highest in Transcutol (5.23*10 1 at 298.15 K) followed by PEG-400 (9.85*10 2 at 298.15 K), EG (7.54*10 3 at 298.15 K), PG (6.73*10 3 at 298.15 K), EA (5.68*10 3 at 298.15 K), butanol-2 (5.16*10 3 at 298.15 K), IPA (4.19*10 3 at 298.15 K), ethanol (4.09*10 3 at 298.15 K), and water (5.14*10 5 at 298.15 K) from (298.15 to 338.15) K. The mass fraction solubility of isatin was also observed highest in Transcutol (1.20 kg*kg 1 at 298.15 K) followed by PEG-400 (4.02*10 2 kg*kg 1 at 298.15 K), EG (1.80*10 2 kg*kg 1 at 298.15 K), PG (1.32*10 2 kg*kg 1 at 298.15 K), ethanol (1.31*10 2 kg*kg 1 at 298.15 K), IPA (1.04*10 2 kg*kg 1 at 298.15 K), butanol-2 (1.03*10 2 kg*kg 1 at 298.15 K), EA (9.54*10 3 kg*kg 1 at 298.15 K), and water (4.20*10 4 at 298.15 K) from (298.15 to 338.15) K. The data of dissolution enthalpy, Gibbs energy, and dissolution entropy indicated endothermic, spontaneous, and entropy-driven dissolution of isatin in most of the green solvents investigated.
Compounds
# Formula Name
1 C8H5NO2 2,3-indolinedione
2 C2H6O ethanol
3 C2H6O2 1,2-ethanediol
4 C4H8O2 ethyl acetate
5 C3H8O2 1,2-propanediol
6 C3H8O propan-2-ol
7 C4H10O butan-2-ol
8 C6H14O3 3,6-dioxa-1-octanol
9 H2O water
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
  • 9
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • shake flask method
  • 5
  • POMD
  • 2
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • shake flask method
  • 5
  • POMD
  • 5
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • shake flask method
  • 5
  • POMD
  • 1
  • 8
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • shake flask method
  • 5
  • POMD
  • 1
  • 3
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • shake flask method
  • 5
  • POMD
  • 6
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • shake flask method
  • 5
  • POMD
  • 1
  • 4
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • shake flask method
  • 5
  • POMD
  • 7
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • shake flask method
  • 5