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Titre du document / Document title

Racemic Compound, Conglomerate, or Solid Solution: Phase Diagram Screening of Chiral Compounds

Auteur(s) / Author(s)

SRISANGA Sukanya (1) ; TER HORST Joop H. (1) ;

Affiliation(s) du ou des auteurs / Author(s) Affiliation(s)

(1) Intensified Reaction and Separation Systems, Process & Energy Laboratory. Delft University of Technology. Leeghwaterstraat 44, 2628CA Delft, PAYS-BAS

Résumé / Abstract

Crystallization in racemic solutions usually results in a racemic compound, a conglomerate or a solid solution Resolution of a chiral compound strongly depends on the kind of solid state that it forms. Solid—liquid equilibria are related tc the prevailing solid state of the chiral compound. A phase diagram screening of enantiomer mixtures in solution can therefore give important indications on the possibility of chiral resolution through crystallization. We describe a new simple and straightforward phase diagram screening method for chiral compounds in solution. Rather than determining the saturatior concentration at a certain temperature, we more conveniently determined the saturation temperature of a certain solution composition. A number of chiral compounds were tested with the new method. Asparagine in water behaves as a conglomerate system, ibuprofen in hexane shows racemic compound/enantiopure compound formation, and atenolol shows solid solution behavior, consistent with observations elsewhere. Additionally, the method results in the ternary phase diagram of both enantiomers in a solution which may enable separation methods to be identified and designed.

Revue / Journal Title

Crystal growth & design    ISSN  1528-7483 

Source / Source

2010, vol. 10, no4, pp. 1808-1812 [5 page(s) (article)] (15 ref.)

Langue / Language

Anglais

Editeur / Publisher

American Chemical Society, Washington,DC, ETATS-UNIS  (2001) (Revue)

Mots-clés anglais / English Keywords

Hexane

;

Ternary systems

;

Ibuprofen

;

Enantiomer

;

Crystallization

;

Chiral compound

;

Phase diagrams

;

Solid solutions

;

Racemates

;

Mots-clés français / French Keywords

6470K

;

8130B

;

Hexane

;

Système ternaire

;

Ibuprofène

;

Enantiomère

;

Cristallisation

;

Composé chiral

;

Diagramme phase

;

Solution solide

;

Racémique

;

Mots-clés espagnols / Spanish Keywords

Ibuprofeno

;

Enantiómero

;

Compuesto quiral

;

Localisation / Location

INIST-CNRS, Cote INIST : 27261, 35400018200155.0540

Nº notice refdoc (ud4) : 22635032



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