Hydrates of Organic Compounds. III. The Formation of Clathrate-like Hydrates of Tetrabutylammonium Dicarboxylates

  • Haruo Nakayama
    Department of Chemistry, Faculty of Engineering, Yokohama National University
  • Kazuichi Watanabe
    Department of Chemistry, Faculty of Engineering, Yokohama National University

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<jats:title>Abstract</jats:title> <jats:p>The solid-liquid phase diagrams for the binary mixtures of water with 20 tetrabutylammonium dicarboxylates, [(n-C4H9)4N]2OOC–R–COO (R=methylene chain ranging from 0 to 10 carbon atoms; methylene chain containing substituted groups such as –CH3, –C2H5, –NH2, and –OH; and –C6H4– (three phthalate isomers)), have been investigated to see the effect of dicarboxylate anions on the formation of clathrate-like hydrates. It has been found that, with only the one exception of the dodecanedioate, all the other salts form hydrates which have large hydration numbers. Judging from these large hydration numbers, they are believed to be clathrate-like hydrates. From the relationship between the hydration numbers and the melting points, these hydrates can be classified into three groups at least. All the hydrates other than those of oxalate and of terephthalate are newly found in this study.</jats:p>

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