Journal
CRYSTENGCOMM
Volume 14, Issue 20, Pages 7055-7064Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c2ce26025e
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Funding
- Agence Nationale de la Recherche, NPLIN-4-Drug project
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The physico-chemical properties of the levo-and dextrorotatory menthol isomers as well as the corresponding racemic compound were studied using X-ray single-crystal or powder diffraction and differential scanning calorimetry experiments. As a result, the not yet determined crystal structure of DL-menthol was solved. Moreover, the stable and metastable experimental temperature-composition phase diagrams of the L-menthol/D-menthol binary system were determined. The thermodynamic relative stability of the different menthol polymorphs was also established. The present paper provides new physical, chemical and thermodynamic data of L-, D-and DL-menthol and offers new insight into their polymorphism as well as into the levorotatory-dextrorotatory menthol interactions. Both the thermodynamic and crystallographic approaches demonstrate unambiguously that racemic menthol is a racemate.
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