Cocrystallization out of the blue: DL-mandelic acid/ethyl-DL-mandelate cocrystal

Natalia Tumanova, Ricky Payen, Géraldine Springuel, Bernadette Norberg, Koen Robeyns, Cécile Le Duff, Johan Wouters, Tom Leyssens

Résultats de recherche: Contribution à un journal/une revueArticle

Résumé

This work focuses on a peculiar behavior of racemic mandelic acid in ethanol solution. Dissolution of racemic mandelic acid in ethanol followed by evaporation to dryness results in a DL-mandelic acid/ethyl-DL-mandelate cocrystal. This behavior indicates that racemic mandelic acid tends not only to transform into an ester in ethanol, but also to cocrystallize with untransformed acid molecules. Cocrystal formation for mandelic acid in ethanol was found to be reproducible under various conditions. DL-tropic acid and DL-phenyllactic acid that contain similar functional groups and that were tested as well, on the other hand, showed no cocrystal formation: DL-phenyllactic acid partly converted into an ester, whereas DL-tropic acid mostly recrystallized.

langueAnglais
Pages397-402
Nombre de pages6
journalJournal of molecular structure
Volume1127
Les DOIs
étatPublié - 5 janv. 2017

Empreinte digitale

Ethanol
Acids
Esters
Functional groups
Dissolution
Evaporation
mandelic acid
Molecules
tropic acid

mots-clés

    Citer ceci

    Tumanova, Natalia ; Payen, Ricky ; Springuel, Géraldine ; Norberg, Bernadette ; Robeyns, Koen ; Le Duff, Cécile ; Wouters, Johan ; Leyssens, Tom. / Cocrystallization out of the blue : DL-mandelic acid/ethyl-DL-mandelate cocrystal. Dans: Journal of molecular structure. 2017 ; Vol 1127. p. 397-402.
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    abstract = "This work focuses on a peculiar behavior of racemic mandelic acid in ethanol solution. Dissolution of racemic mandelic acid in ethanol followed by evaporation to dryness results in a DL-mandelic acid/ethyl-DL-mandelate cocrystal. This behavior indicates that racemic mandelic acid tends not only to transform into an ester in ethanol, but also to cocrystallize with untransformed acid molecules. Cocrystal formation for mandelic acid in ethanol was found to be reproducible under various conditions. DL-tropic acid and DL-phenyllactic acid that contain similar functional groups and that were tested as well, on the other hand, showed no cocrystal formation: DL-phenyllactic acid partly converted into an ester, whereas DL-tropic acid mostly recrystallized.",
    keywords = "Cocrystallization, Esterification, Mandelic acid",
    author = "Natalia Tumanova and Ricky Payen and G{\'e}raldine Springuel and Bernadette Norberg and Koen Robeyns and {Le Duff}, C{\'e}cile and Johan Wouters and Tom Leyssens",
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    Cocrystallization out of the blue : DL-mandelic acid/ethyl-DL-mandelate cocrystal. / Tumanova, Natalia; Payen, Ricky; Springuel, Géraldine; Norberg, Bernadette; Robeyns, Koen; Le Duff, Cécile; Wouters, Johan; Leyssens, Tom.

    Dans: Journal of molecular structure, Vol 1127, 05.01.2017, p. 397-402.

    Résultats de recherche: Contribution à un journal/une revueArticle

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    AU - Tumanova, Natalia

    AU - Payen, Ricky

    AU - Springuel, Géraldine

    AU - Norberg, Bernadette

    AU - Robeyns, Koen

    AU - Le Duff, Cécile

    AU - Wouters, Johan

    AU - Leyssens, Tom

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    KW - Esterification

    KW - Mandelic acid

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