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

Abstract

The solubility of para-methoxyphenylacetic acid in different solvents is 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 solute-free mole fraction of propan-2-ol. The modified Apelblat equation, λh (Buchowski) equation, and nonrandom two-liquid (NRTL) activity coefficient model were used to correlate the experimental solubility data in pure solvents, whereas the binary solvent systems were modeled using the van't Hoff−Jouyban−Acree, Apelblat−Jouyban−Acree, and NRTL models, among which the NRTL model exhibited better goodness of fit. Also, for insight into the molecular interactions in the solvent systems, the enthalpy of dissolution has been being evaluated.

Experiments and Correlations of the Solubility of γ‐DL‐Methionine in Binary Solvent Mixtures

“…The Jouyban-Acree model is widely used in solubility modeling. It was proposed by Jouyban group [11,12] and modified for solubility dependent on binary and ternary solvents and temperature [11][12][13][14][15][16][17][18][19][20][21]. The Jouyban-Acree equation was applied as defined in Eq.…”

“…The van't Hoff-Jouyban-Acree model is the combination of the Jouyban-Acree model and van'Hoff equation for binary solvents [13][14][15][16][17]. The van't Hoff equations for the mole fractions of g-DL-met in antisolvent and water are given in Eqs.…”

“…The modified Apelblat‐Jouyban‐Acree model was derived from the Jouyban‐Acree model by using the term of the modified Apelblat model as indicated in Eqs. and . The modified Apelblat‐Jouyban‐Acree model is expressed in Eq.…”

Measurement and Modeling of the Solubility of N,N-Dibenzylhydroxylamine in 17 Solvents from T = 273.15 to 323.35 K and Thermodynamic Properties of Solution

“…Equation represents the λ h equation proposed by Buchowski et al, − which is used to describe the correlation between solubility as well as activity and temperature with a nonactivity coefficient two-parameter model where T m is the melting point, which can be determined by DSC, and λ and h are model parameters.…”

Solubility Measurement and Phase Equilibrium Modeling of 2-Aminobenzamide in 15 Pure Solvents

“…The Buchowski–Ksiazczak λ h equation (eq ) can be used to correlate the solid solubility well for many solvents. − where x 1 is the mole fraction solubility; T is the absolute temperature; T m is the melting point which was determined by DSC; and λ and h are model parameters.…”