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.
Original language | English |
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Pages (from-to) | 397-402 |
Number of pages | 6 |
Journal | Journal of molecular structure |
Volume | 1127 |
DOIs | |
Publication status | Published - 5 Jan 2017 |
Keywords
- Cocrystallization
- Esterification
- Mandelic acid
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Dive into the research topics of 'Cocrystallization out of the blue: DL-mandelic acid/ethyl-DL-mandelate cocrystal'. Together they form a unique fingerprint.Equipment
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High Performance Computing Technology Platform
Champagne, B. (Manager)
Technological Platform High Performance ComputingFacility/equipment: Technological Platform
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Physical Chemistry and characterization(PC2)
Wouters, J. (Manager), Aprile, C. (Manager) & Fusaro, L. (Manager)
Technological Platform Physical Chemistry and characterizationFacility/equipment: Technological Platform
Datasets
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CCDC 1400250: Experimental Crystal Structure Determination
Le Duff, C. (Contributor), Leyssens, T. (Contributor), Norberg, B. (Contributor), Payen, R. (Contributor), Robeyns, K. (Contributor), Springuel, G. (Contributor), Tumanova, N. (Contributor) & Wouters, J. (Contributor), Cambridge Crystallographic Data Centre, 1 Jan 2016
DOI: 10.5517/ccdc.csd.cc1j02cz, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccdc.csd.cc1j02cz&sid=DataCite
Dataset
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CCDC 1060627: Experimental Crystal Structure Determination
Le Duff, C. (Contributor), Leyssens, T. (Contributor), Norberg, B. (Contributor), Payen, R. (Contributor), Robeyns, K. (Contributor), Springuel, G. (Contributor), Tumanova, N. (Contributor) & Wouters, J. (Contributor), Cambridge Crystallographic Data Centre, 1 Jan 2016
DOI: 10.5517/ccdc.csd.cc14lns5, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccdc.csd.cc14lns5&sid=DataCite
Dataset