By the isothermal dissolution equilibration technique, the measurement of 4-nitrophthalimide solubility in aqueous solutions including one of the solvents of ethanol, acetone, N,N-dimethylformamide, and isopropanol was conducted at ambient pressure (101.2 kPa) and temperatures covering from 278.15 to 323.15 K. The mole fraction solubility magnitudes of 4-nitrophthalimide were greater in DMF + water solution than in isopropanol + water, acetone + water, and ethanol + water solutions under the identical mass fractions of ethanol/acetone/DMF/isopropanol and experimental temperatures. The type and relative importance of interactions of solutesolvent and solventsolvent molecules on the 4-nitrophthalimide solubility were studied through linear solvation energy relationships of the solvent effect. The preferential solvation analysis relating to the thermodynamic properties was carried out via the inverse KirkwoodBuff integrals technique. The preferential solvation parameters for ethanol, acetone, N,N-dimethylformamide, and isopropanol exhibited positive values in these solutions in intermediate and ethanol/acetone/DMF/isopropanol-rich compositions, demonstrating the preferential solvation of 4-nitrophthalimide by ethanol/acetone/DMF/isopropanol. Additionally, the mole fraction solubility of 4-nitrophthalimide was mathematically correlated by the Jouyban-Acree model and vant HoffJouybanAcree model, attaining the average relative deviations less than 4.67%.