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  Enantiomeric 3-Chloromandelic Acid System: Binary Melting Point Phase Diagram, Ternary Solubility Phase Diagrams and Polymorphism

Le Minh, T., von Langermann, J., Lorenz, H., & Seidel-Morgenstern, A. (2010). Enantiomeric 3-Chloromandelic Acid System: Binary Melting Point Phase Diagram, Ternary Solubility Phase Diagrams and Polymorphism. Journal of Pharmaceutical Sciences, 99(9), 4084-4095. doi:10.1002/jps.22234.

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Item Permalink: http://hdl.handle.net/11858/00-001M-0000-0013-90C0-1 Version Permalink: http://hdl.handle.net/11858/00-001M-0000-0027-7F35-C
Genre: Journal Article

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 Creators:
Le Minh, T.1, 2, Author              
von Langermann, J.1, Author              
Lorenz, H.1, Author              
Seidel-Morgenstern, A.1, 3, Author              
Affiliations:
1Physical and Chemical Foundations of Process Engineering, Max Planck Institute for Dynamics of Complex Technical Systems, Max Planck Society, ou_1738150              
2International Max Planck Research School (IMPRS), ou_1738143              
3Otto-von-Guericke-Universität Magdeburg, External Organizations, ou_1738156              

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Free keywords: 3-chloromandelic acid; racemic compound; binary and ternary phase diagrams; polymorphism; X-ray diffraction; calorimetry (DSC); chirality; crystallization
 Abstract: A systematic study of binary melting point and ternary solubility phase diagrams of the enantiomeric 3-chloromandelic acid (3-ClMA) system was performed under consideration of polymorphism. The melting point phase diagram was measured by means of thermal analysis, that is, using heat-flux differential scanning calorimetry (DSC). The results reveal that 3-ClMA belongs to the racemic compound-forming systems. Polymorphism was found for both the enantiomer and the racemate as confirmed by X-ray powder diffraction analysis. The ternary solubility phase diagram of 3-ClMA in water was determined between 5 and 50°C by the classical isothermal technique. The solubilities of the pure enantiomers are extremely temperature-dependent. The solid–liquid equilibria of racemic 3-ClMA are not trivial due to the existence of polymorphism. The eutectic composition in the chiral system changes as a function of temperature. Further, solubility data in the alternative solvent toluene are also presented. copyright 2010 Wiley-Liss, Inc. and the American Pharmacists Association [accessed September 30th 2010]

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Language(s): eng - English
 Dates: 2010
 Publication Status: Published in print
 Pages: -
 Publishing info: -
 Table of Contents: -
 Rev. Method: Peer
 Identifiers: eDoc: 476363
Other: 47/10
DOI: 10.1002/jps.22234
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Title: Journal of Pharmaceutical Sciences
Source Genre: Journal
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Pages: - Volume / Issue: 99 (9) Sequence Number: - Start / End Page: 4084 - 4095 Identifier: -