Journal of Chemical and Engineering Data, Vol.63, No.8, 2875-2887, 2018
Solubility Measurement and Modeling of 1-(3-nitrophenyl)Ethanone and 1-(4-nitrophenyl)Ethenone in Nine Pure Organic Solvents from T = (278.15 to 318.15) K and Mixing Properties of Solutions
The knowledge of solubility and solution thermodynamics for 1-(3-nitrophenyl)ethanone and 1-(4-nitrophenyl)ethenone in different solvents is essential for their purification and further theoretical study. In this work, the solidliquid equilibrium for 1-(3-nitrophenyl)ethanone and 1-(4-nitrophenyl)ethenone in nine pure solvents (methanol, ethanol, n-propanol, isopropanol, acetone, acetonitrile, ethyl acetate, toluene, and cyclohexane) was established with the isothermal saturation method at temperatures T = (278.15 to 318.15) K under pressure of 101.2 kPa. The mole fraction solubility of 1-(3-nitrophenyl)ethanone obeys the following order from high to low in different solvents: acetone > acetonitrile, ethyl acetate > toluene > methanol > ethanol > n-propanol, isopropanol > cyclohexane. While in 1-(4-nitrophenyl)ethanone + solvents, the order of the data from high to low is acetone > acetonitrile > ethyl acetate > toluene > methanol > ethanol > n-propanol > isopropanol > cyclohexane. The modified Apelblat equation, lambda h equation, Wilson model, and nonrandom two-liquid model were employed to correlate the measured solubility data of 1-(3-nitrophenyl)ethanone and 1-(4-nitrophenyl)ethanone in the selected solvents. Results showed that the largest values of relative average deviation and root-mean-square deviation obtained with the four models were no greater than 2.78% and 7.59 x 10(-3), respectively. The modified Apelblat equation provided better results than the other three models. Furthermore, the mixing properties, including Gibbs energy, mixing enthalpy, mixing entropy, activity coefficient at infinitesimal concentration (gamma(infinity)(1)), and reduced excess enthalpy (H-1(E,infinity)) were computed. The mixing processes of 1-(3-nitrophenyl)ethanone and 1-(4-nitrophenyl)ethenone in the studied solvents are all spontaneous and endothermic. The obtained solubility and thermodynamic studies are very helpful for optimizing the purification process of 1-(3-nitrophenyl)ethanone and 1-(4-nitrophenyl)ethenone.