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Separation of 4-aminobenzoic acid by cocrystallization: Crystal structure of the complex of 4-aminobenzoic acid with (2R,3R)-tartaric acid

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Abstract

4-Aminobenzoic acid (PABA) has been successfully separated from a mixture containing 2-aminobenzoic acid and (2R,3R)-tartaric acid. X-ray structure analysis confirms the separating result. The molecular complex formed by PABA and tartaric acid in 1:1 molar ratio crystallizes in the orthorhombic space group P212121 with cell dimensions of a = 7.329(1) Å, b = 12.095(2) Å, c = 15.231(3) Å, V = 1350.1(4) Å3, Z = 4. The crystal structure comprises protonated PABA, monoanion of tartaric acid, and crystalline water. The extensive H-bonding network exists in the crystal structure. H bonding between tartaric acid and both terminal groups on para position of PABA is considered as a possible reason for the successful separation.

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Authors and Affiliations

  1. Department of Chemistry, Zhejiang University, Hangzhou, 310027, People's Republic of China

    Ziqiang Hu, Jiageng Liu, Duanjun Xu & Yuanzhi Xu

  2. Department of Chemistry, Hangzhou Teachers College, Hangzhou, 310012, People's Republic of China

    Ziqiang Hu & Liang Shen

Authors
  1. Ziqiang Hu
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  2. Jiageng Liu
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  3. Liang Shen
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  4. Duanjun Xu
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  5. Yuanzhi Xu
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Correspondence to Duanjun Xu.

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Hu, Z., Liu, J., Shen, L. et al. Separation of 4-aminobenzoic acid by cocrystallization: Crystal structure of the complex of 4-aminobenzoic acid with (2R,3R)-tartaric acid. Journal of Chemical Crystallography 32, 525–529 (2002). https://doi.org/10.1023/A:1021161213620

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  • DOI: https://doi.org/10.1023/A:1021161213620

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