Racemic structure and optical resolution by preferential crystallization of (.+-.)-organic ammonium hydrogen malates.

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概要

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• Gibbs energies of formation of racemate, binary melting point diagrams, and ternary solubility diagrams indicate that (±)-propylammonium ((±)-PA salt) and (±)-1,1,3,3-tetramethylbutylammonium ((±)-TMB salt) hydrogen malates are conglomerates at room temperature, whereas (±)-TMB salt forms a racemic compound at its melting point. Free energies of critical nucleation in supersaturated solutions were examined to resolve (±)-PA and -TMB salts efficiently by preferential crystallization. Successive preferential crystallization of (±)-PA salt in methanol at 10 °C and that of (±)-TMB salt in water give (+)- and (−)-PA and -TMB salts with about 90% optical purity. Optically pure (+)- and (−)-malic acids are obtained from purified (−)- and (+)-salts.

• 公益社団法人 日本化学会の論文

著者

• KUROKAWA Hidemoto

  Faculty of Engineering and High Technology Research Center, Kansai University

• SAKAMOTO Keiji

  Faculty of Agriculture, Okayama University

• MIYAZAKI Hideya

  Faculty of Engineering, Kansai University

• Shiraiwa Tadashi

  Faculty Of Chemistry Materials And Bioengineering Kansai University

• Sakamoto Keiji

  Faculty of Engineering, Kansai University

• Sado Yujin

  Faculty of Engineering, Kansai University

• Inoue Mitsuo

  Faculty of Engineering, Kansai University

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