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Solubility Measurement and Thermodynamic Modeling of 4-Nitrophthalimide in Twelve Pure Solvents at Elevated Temperatures Ranging from (273.15 to 323.15) K

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College of Chemistry & Chemical Engineering, Yangzhou University, Yangzhou, Jiangsu 225002, People’s Republic of China
* Tel.: + 86 514 87975568. Fax.: + 86 514 87975244. E-mail: [email protected]
Cite this: J. Chem. Eng. Data 2016, 61, 7, 2525–2535
Publication Date (Web):June 24, 2016
https://doi.org/10.1021/acs.jced.6b00230
Copyright © 2016 American Chemical Society

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    Abstract

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    The solubility of 4-nitrophthalimide in different solvents are of great importance for the design of its purification process via crystallization. The work reported new solubility data for 4-nitrophthalimide in 12 pure solvents of methanol, ethanol, isopropanol, cyclohexanone, acetone, acetonitrile, ethyl acetate, 2-butanone, chloroform, 1,4-dioxane benzyl alcohol and N,N-dimethylformamide. They were determined by a high-performance liquid chromatography at T = (273.15 to 323.15) K under pressure of 0.1 MPa. The 4-nitrophthalimide solubility in the selected solvents increased with the temperature increase. At a given temperature, the solubility of 4-nitrophthalimide is largest in N,N-dimethylformamide and lowest in chloroform. The solubility data in the these solvents ranked as N,N-dimethylformamide > cyclohexanone > (1,4-dioxane, acetone, 2-butanone, benzyl alcohol) > ethyl acetate > acetonitrile > methanol > ethanol > isopropanol > chloroform. The experimental solubility data were correlated by modified Apelblat equation, λh equation, Wilson model, and NRTL model. The obtained values of root-mean-square deviation and relative average deviation are all less than 16.17 × 10–4 and 1.58%, respectively. The modified Apelblat equation achieved the best correlating results in totally.

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    The Supporting Information is available free of charge on the ACS Publications website at DOI: 10.1021/acs.jced.6b00230.

    • Table S1. Mole fraction solubilities (x) of benzoic acid in toluene within the temperature range from T/K = (273.15 to 323.15) under 0.1 MPa. (PDF)

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