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Solubility Measurement and Modeling of 3-Hydroxy-2-nitropyridine in Ten Pure Solvents and Two Binary Mixed Solvents for T = (278.15–318.15) K

  • Fangzhao Li
    Fangzhao Li
    College of Biotechnology and Pharmaceutical Engineering, Nanjing Tech University, No. 30, South Puzhu Road, Nanjing 211816, China
    More by Fangzhao Li
  • Guomin Zhao
    Guomin Zhao
    College of Biotechnology and Pharmaceutical Engineering, Nanjing Tech University, No. 30, South Puzhu Road, Nanjing 211816, China
    More by Guomin Zhao
  • Zhenmei Deng
    Zhenmei Deng
    College of Biotechnology and Pharmaceutical Engineering, Nanjing Tech University, No. 30, South Puzhu Road, Nanjing 211816, China
    More by Zhenmei Deng
  • Yonghong Hu
    Yonghong Hu
    College of Biotechnology and Pharmaceutical Engineering, Nanjing Tech University, No. 30, South Puzhu Road, Nanjing 211816, China
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  • , and 
  • Wenge Yang*
    Wenge Yang
    College of Biotechnology and Pharmaceutical Engineering, Nanjing Tech University, No. 30, South Puzhu Road, Nanjing 211816, China
    *E-mail: [email protected]. Phone: +86-25-5813-9393. Fax: +86-25-5813-9393.
    More by Wenge Yang
Cite this: J. Chem. Eng. Data 2019, 64, 10, 4518–4524
Publication Date (Web):September 30, 2019
https://doi.org/10.1021/acs.jced.9b00564
Copyright © 2019 American Chemical Society

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    Abstract

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    The solubility of 3-hydroxy-2-nitropyridine in ten pure solvents and two binary mixture solvents (tetrahydrofuran + n-hexane and tetrahydrofuran + isopropanol) was measured from 278.15 to 318.15 K. The solubility order in pure solvents was tetrahydrofuran > acetone > acetonitrile > ethyl acetate > methanol > ethanol ≈ n-propanol > isopropanol > water > n-hexane. We used two models to fit the monocomponent data and three binary mixed models to fit the binary mixture solvent. For the modified Apelblat model and λh model, the maximum average relative deviation (ARD) values were 1.16 and 1.52%, respectively, and the maximum root-mean-square deviation (rmsd) values were 1.61, and 1.53%, respectively. For the Apelblat–Jouyban–Acree model, Jouyban–Acree model, and van’t Hoff–Jouyban–Acree model, the maximum value of ARD is 3.69%, and the maximum value of rmsd is 0.48%. These models can fit the measured data well. We also discussed the effect of the interaction between solvent and solute on solubility. These experimental data are helpful for technological research and drug purification production.

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    Cited By

    This article is cited by 7 publications.

    1. Shilin Guo, Shanshan Feng, Changyou Yu, Yanbo Liu, Mingyang Chen. Solubility Measurement and Data Correlation of 2,3-Dihydroxybenzoic Acid in 12 Monosolvents at Temperatures from 278.15 to 318.15 K. Journal of Chemical & Engineering Data 2021, 66 (3) , 1435-1441. https://doi.org/10.1021/acs.jced.0c01032
    2. Jingxuan Qiu, Haishuang Huang, Hui He, Haoyou Liu, Shen Hu, Jiaming Han, Dengjing Yi, Mengyao An, Ying Guo, Peng Wang. Solubility Determination and Thermodynamic Modeling of Edaravone in Different Solvent Systems and the Solvent Effect in Pure Solvents. Journal of Chemical & Engineering Data 2020, 65 (6) , 3240-3251. https://doi.org/10.1021/acs.jced.0c00290
    3. Changyou Yu, Mingyang Chen, Bo Lin, Ningning Tian, Ye Gao, Songgu Wu. Solubility Measurement and Data Correlation of 5,5-Dimethylhydantoin in 12 Pure Solvents at Temperatures from 283.15 to 323.15 K. Journal of Chemical & Engineering Data 2020, 65 (2) , 814-820. https://doi.org/10.1021/acs.jced.9b01020
    4. William Acree, James S. Chickos. Phase Transition Enthalpy Measurements of Organic Compounds. An Update of Sublimation, Vaporization, and Fusion Enthalpies from 2016 to 2021. Journal of Physical and Chemical Reference Data 2022, 51 (4) https://doi.org/10.1063/5.0081916
    5. Qinyan Wei, Liang Zhu, Yajuan Ma, Gang Xu, Wenli Zhao, Xiaoyu Zhao, Yanfei Wang. Effect of solvent and temperature on the phase equilibrium behavior of hydroxylamine sulfate in water-ethanol mixed solvents: Solubility and ternary liquid-liquid equilibrium diagram with liquid-liquid equilibrium. Journal of Molecular Liquids 2022, 361 , 119620. https://doi.org/10.1016/j.molliq.2022.119620
    6. Peng Zhou, Rensong Wang, Wenge Yang, Chen Chen, Hanhan Xu, Fu Zhu, Guoxing Hu, Yonghong Hu, Wei Sun, Weiliang Shen. Solubility determination and thermodynamic model of 6-hydroxy-3,4-dihydro-2(1H)-quinolone in ten pure solvents and four binary solvents at 278.15 to 323.15 K. The Journal of Chemical Thermodynamics 2022, 166 , 106694. https://doi.org/10.1016/j.jct.2021.106694
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