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

Solubility Measurement, Modeling, and Thermodynamic Functions for para-Methoxyphenylacetic Acid in Pure and Mixed Organic and Aqueous Systems

Tangirala, Ramesh, De, Debiparna, Aniya, Vineet, Satyavathi, Bankupalli, Thella, Prathap Kumar, Srinivasan, Madapusi P., Parthasarathy, Rajarathinam
J. Chem. Eng. Data 2018, 63, 9, 3369-3381
ABSTRACT
The solubility of para methoxyphenylacetic acid in different solvents are of critical significance for the design and optimization of its purification process via crystallization. The present study illustrates new solid-liquid phase equilibrium data of para methoxy phenyl acetic acid in water, acetonitrile, propan-2-ol, morpholine, toluene, anisole, and binary (propan-2-ol + water, propan-2-ol + toluene) mixed solvents using a static analytical method from 283.15 to 323.15 K at atmospheric pressure. The highest solubility of para methoxyphenylacetic acid was observed in propan-2-ol and lowest in water, with the maximum solubility effect for propan-2-ol + toluene binary system obtained at 0.5001 solutefree mole fraction of propan-2-ol. The modified Apelblat equation, eh (Buchowski) equation and NRTL activity coefficient model were used to correlate the experimental solubility data in pure solvents while the binary solvent systems were modeled using the Van t Hoff- Jouyban-Acree, Apelblat-Jouyban-Acree and NRTL model, among which the NRTL model exhibited better goodness of fit. Also, for an insight on to the molecular interactions in the solvent systems, the dissolution thermodynamic functions, such as enthalpy, entropy, and Gibbs free energy were evaluated.
Compounds
# Formula Name
1 C3H8O propan-2-ol
2 C7H8 toluene
3 C4H9NO tetrahydro-1,4-oxazine
4 C2H3N acetonitrile
5 C7H8O anisole
6 H2O water
7 C9H10O3 (4-methoxyphenyl)ethanoic acid
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
  • 7
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 7
  • Molar enthalpy of transition or fusion, kJ/mol ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DSC
  • 1
  • POMD
  • 7
  • 1
  • Mole fraction - 7 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 7
  • Chromatography
  • 9
  • POMD
  • 7
  • 2
  • Mole fraction - 7 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 7
  • Chromatography
  • 9
  • POMD
  • 7
  • 3
  • Mole fraction - 7 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 7
  • Chromatography
  • 9
  • POMD
  • 7
  • 4
  • Mole fraction - 7 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 7
  • Chromatography
  • 9
  • POMD
  • 7
  • 5
  • Mole fraction - 7 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 7
  • Chromatography
  • 9
  • POMD
  • 7
  • 6
  • Mole fraction - 7 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 7
  • Chromatography
  • 9
  • POMD
  • 7
  • 1
  • 6
  • Mole fraction - 7 ; Liquid
  • Temperature, K; Liquid
  • Solvent: Mole fraction - 1; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 7
  • Chromatography
  • 63
  • POMD
  • 7
  • 1
  • 2
  • Mole fraction - 7 ; Liquid
  • Temperature, K; Liquid
  • Solvent: Mole fraction - 1; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 7
  • Chromatography
  • 90