Journal of Solution Chemistry

, Volume 42, Issue 8, pp 1591–1601 | Cite as

Solubility of Fumaric Acid in Aqueous Alcohol Solutions

  • Wenge Yang
  • Xinmin Jiang
  • Yonghong Hu
  • Ying Shi
  • Huiling Sun
  • Yonglan Li


The solubility of fumaric acid in aqueous alcohol solutions was experimentally measured over the temperature range of (278.15–333.15) K by employing an analytical stirred-flask method. The experimental data showed that the solubility of fumaric acid in the binary mixtures increases with increases of both temperature and mass fraction of the organic solvents. The experimental data were well correlated with the modified Apelblat equation and the Buchowski–Ksiazaczak λh equation. In addition, the calculated solubilities showed good agreement with the experimental results. It was found that the modified Apelblat equation gave better correlation results than the Buchowski–Ksiazaczak λh equation. The experimental results should be useful for optimizing the process of purification of fumaric acid in industry.


Fumaric acid Solubility Analytical stirred-flask method Correlation 



This research work was financially supported by the Project of Science and Technology Support Plan (agriculture) of Jiangsu Province in China (Nos. BE2012374, BE2012373). This research work was also supported by the Innovation Fund Project of Jiangsu Agricultural Science and Technology (Nos. CX(12)3060, CX(12)3063) and the Universities Natural Science Research Project of Jiangsu Province (No. 12KJA180002). We thank the editors and anonymous reviewers.


  1. 1.
    Burk, M.-J., Pharkya, P., Van Dien, S.-J., Burgard, A.-P., Schilling, C.-H.: Methods for the synthesis of acrylic acid and derivatives from fumaric acid. European Patent 2348008 A1Google Scholar
  2. 2.
    Dang, L.-P., Du, W.-W., Black, S., Wei, H.-Y.: Solubility of fumaric acid in propan-2-ol, ethanol, acetone, propan-1-ol, and water. J. Chem. Eng. Data 54, 3112–3113 (2009)CrossRefGoogle Scholar
  3. 3.
    Dallos, A., Hajos-Szikszay, E., Horvath, A., Liszi, J., Barczynska, J., Bald, A.: Enthalpies of solution and crystallization of fumaric acid in aqueous solution. J. Chem. Thermodyn. 32, 587–595 (2000)CrossRefGoogle Scholar
  4. 4.
    Macoas, E.-M.-S., Fausto, R., Lundell, J., Pettersson, M., Khriachtchev, L., Rasanen, M.: A matrix isolation spectroscopic and quantum chemical study of fumaric and maleic acid. J. Phys. Chem. A 105, 3922–3933 (2001)CrossRefGoogle Scholar
  5. 5.
    Long, B.-W., Li, J., Zhang, R.-R., Wan, L.: Solubility of benzoic acid in acetone, 2-propanol, acetic acid and cyclohexane: experimental measurement and thermodynamic modeling. Fluid Phase Equilib. 297, 113–120 (2010)CrossRefGoogle Scholar
  6. 6.
    Yang, W.-G., Hu, Y.-H., Chen, Z.-G., Jiang, X.-M., Wang, J.-K., Wang, R.-R.: Solubility of itaconic acid in different organic solvents: experimental measurement and thermodynamic modeling. Fluid Phase Equilib. 314, 180–184 (2012)CrossRefGoogle Scholar
  7. 7.
    Brandani, S., Brandani, V., Flammi, D.: Solubility of trioxane in water. J. Chem. Eng. Data 39, 201–202 (1994)CrossRefGoogle Scholar
  8. 8.
    Hu, Y.-H., Jiang, X.-M., Yang, W.-G., Chen, Z.-G., Meng, X.-Q.: Solubility of erythritol in different aqueous solvent mixtures. J. Mol. Liq. 169, 74–79 (2012)CrossRefGoogle Scholar
  9. 9.
    Chen, Z.-G., Yang, W.-G., Hu, Y.-H., Lei, Z.-Y.: Measurement and correlation for the solubility of dimethyl 1,4-cyclohexanedione-2,5-dicarboxylate in different solvents at temperatures from (278.15 to 323.15) K. J. Chem. Eng. Data 56, 2726–2729 (2011)CrossRefGoogle Scholar
  10. 10.
    Jiang, Q., Gao, G.-H., Yu, Y.-X., Qin, Y.: Solubility of sodium dimethyl isophthalate-5-sulfonate in water and in water + methanol containing sodium sulfate. J. Chem. Eng. Data 45, 292–294 (2000)CrossRefGoogle Scholar
  11. 11.
    Zi, J.-Q., Peng, B., Yan, W.-D.: Solubilities of rutin in eight solvents at T = 283.15, 298.15, 313.15, 323.15, and 333.15 K. J. Fluid Phase Equilib. 261, 111–114 (2007)CrossRefGoogle Scholar
  12. 12.
    Kondepudi, D.-K., Prigogine, I.: Modern Thermodynamics. John Wiley, New York (2002)Google Scholar
  13. 13.
    Apelblat, A., Manzurola, E.: Solubilities of l-aspartic, dl-aspartic, dl-glutamic, p-hydroxybenzoic, o-anistic, p-anisic, and itaconic acids in water from T = 278 K to T = 345 K. J. Chem. Thermodyn. 29, 1527–1533 (1997)CrossRefGoogle Scholar
  14. 14.
    Apelblat, A., Manzurola, E.: Solubilities of o-acetylsalicylic, 4-aminosalicylic, 3,5-dinitrosalicylic, and p-toluic acid, and magnesium-dl-aspartate in water from T = (278 to 348) K. J. Chem. Thermodyn. 31, 85–91 (1999)CrossRefGoogle Scholar
  15. 15.
    Apelblat, A., Manzurola, E.: Solubilities of l-glutamic acid, 3-nitrobenzoic acid, p-toluic acid, calcium-l-lactate, calcium gluconate, magnesium-dl-aspartate, and magnesium-l-lactate in water. J. Chem. Thermodyn. 34, 1127–1136 (2002)CrossRefGoogle Scholar
  16. 16.
    Heryanto, R.: Solubility of stearic acid in various organic solvents and its prediction using non-ideal solution models. ScienceAsia 33, 469–472 (2007)CrossRefGoogle Scholar
  17. 17.
    Buchowski, H., Ksiazaczak, A., Pietrzyk, S.: Solvent activity along a saturation line and solubility of hydrogen-bonding solids. J. Phys. Chem. 84, 975–979 (1980)CrossRefGoogle Scholar
  18. 18.
    Ksiazaczak, A., Kosinski, J.: Vapour pressure of binary, three-phase (S–L–V) systems and solubility. Fluid Phase Equilib. 44, 211–219 (1988)CrossRefGoogle Scholar
  19. 19.
    Ksiazaczak, A., Moorthi, K., Nagata, I.: Solid–solid transition and solubility of even n-alkanes. Fluid Phase Equilib. 95, 15–29 (1994)CrossRefGoogle Scholar
  20. 20.
    Bao, Y., Wang, J.-K., Wang, Y.-L., Qi, Z.: The measurement and correlation of solubility of spectinomycin dihydrochloride in pure water and acetone–water mixture. J. Chem. Eng. Chin. Univ. 17, 457–461 (2003)Google Scholar
  21. 21.
    Ma, P., Chen, M.: Solid–liquid equilibrium of terephthalic acid in several solvents. Chin. J. Chem. Eng. 11, 334–337 (2003)Google Scholar

Copyright information

© Springer Science+Business Media New York 2013

Authors and Affiliations

  • Wenge Yang
    • 1
  • Xinmin Jiang
    • 2
  • Yonghong Hu
    • 2
  • Ying Shi
    • 3
  • Huiling Sun
    • 3
  • Yonglan Li
    • 3
  1. 1.School of Pharmaceutical SciencesNanjing University of TechnologyNanjingPeople’s Republic of China
  2. 2.College of Biotechnology and Pharmaceutical EngineeringNanjing University of TechnologyNanjingPeople’s Republic of China
  3. 3.Shanxi Qiaoyou Chemical Industry Group Co., Ltd.TaiyuanPeople’s Republic of China

Personalised recommendations