Crystallization of chiral compounds 3. 3-phenoxypropane-1,2-diol and 3-(2-halophenoxy)propane-1,2-diols |
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Authors: | D. V. Zakharychev S. N. Lazarev Z. A. Bredikhina A. A. Bredikhin |
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Affiliation: | (1) A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Research Center, Russian Academy of Sciences, 8 ul. Akad. Arbuzova, 420088 Kazan, Russian Federation |
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Abstract: | Specific features of melting of crystalline samples of 3-(2-R-phenoxy)propane-1,2-diols with different enantiomeric compositions were studied by differential scanning calorimetry. The melting points and enthalpies of melting for the racemate and individual stereoisomers were determined. Binary phase diagrams were constructed. The entropy of mixing of individual enantiomers in the liquid phase and the free energy of formation of the racemic compound were calculated. The thermochemical data indicate that the racemates are formed upon the crystallization of phenoxy-and 2-fluorophenoxy-containing compounds, while crystallization of the chloro-, bromo-, and iodo-substituted analogs would form racemic conglomerates. Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 2, pp. 225—232, February, 2006. |
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Keywords: | 3-(2-halophenoxy)propane-1,2-diols crystallization racemic conglomerates thermal analysis differential scanning calorimetry phase diagrams IR spectroscopy |
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