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Insights into the crystal structure, polymorphism and thermal behavior of menthol optical isomers and racemates

hal.structure.identifierLaboratoire Physico-Chimie Industrielle du Médicament [LPCIM]
dc.contributor.authorCORVIS, Yohann
hal.structure.identifierLaboratoire Ondes et Matière d'Aquitaine [LOMA]
dc.contributor.authorNÉGRIER, Philippe
hal.structure.identifierLaboratoire de Pharmacochimie
dc.contributor.authorMASSIP, Stéphane
hal.structure.identifierLaboratoire de Pharmacochimie
dc.contributor.authorLEGER, Jean-Michel
hal.structure.identifierLaboratoire Physico-Chimie Industrielle du Médicament [LPCIM]
dc.contributor.authorESPEAU, Philippe
dc.date.created2012-06-27
dc.date.issued2012
dc.description.abstractEnThe 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.
dc.description.sponsorshipNucléation à l'échèle nanométrique induite par lumière polarisée. Contrôle du polymorphisme cristallin : Application aux principes actifs pharmaceutiques - ANR-10-NANO-0017
dc.language.isoen
dc.publisherRoyal Society of Chemistry
dc.title.enInsights into the crystal structure, polymorphism and thermal behavior of menthol optical isomers and racemates
dc.typeArticle de revue
dc.identifier.doi10.1039/c2ce26025e
dc.subject.halChimie/Cristallographie
dc.subject.halPhysique [physics]/Matière Condensée [cond-mat]
bordeaux.journalCrystEngComm
bordeaux.page7055-7064
bordeaux.volume14
bordeaux.issue20
bordeaux.peerReviewedoui
hal.identifierhal-00738241
hal.version1
hal.origin.linkhttps://hal.archives-ouvertes.fr//hal-00738241v1
bordeaux.COinSctx_ver=Z39.88-2004&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.jtitle=CrystEngComm&rft.date=2012&rft.volume=14&rft.issue=20&rft.spage=7055-7064&rft.epage=7055-7064&rft.au=CORVIS,%20Yohann&N%C3%89GRIER,%20Philippe&MASSIP,%20St%C3%A9phane&LEGER,%20Jean-Michel&ESPEAU,%20Philippe&rft.genre=article


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