Abstract
When studying the crystallization in a monotonously varying series of chiral glycerol ethers para-Alk-C6H4-OCH2CH(OH)CH2OH [Alk = Me (1), Et (2), n-Pr (3), and n-Bu (4)] it was established that all except one member form stable crystalline homo- or heterochiral α-phase, depending on the enantiomeric composition (racemic or close to enantiopure) of the feed medium. Propyl derivative 3 falls out of the series and invariably forms stable homochiral crystals. Regardless of the enantiomeric composition, the last two members of the set can form a stable (4) or metastable (3) liquid-crystalline β-phase. For the entire set, regardless of enantiomeric composition, the formation of metastable γ-phase was registered in supercooled melts; according to a number of evidence, the phase is close to an ideal solid solution of enantiomers. It is shown by X-ray diffraction analysis that in crystals of 1–4 samples with high enantiomeric purity, as well as in racemic 3 and 4 samples, a common homochiral guaifenesin-like supra...
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