Enantiomer resolution by pressure increase: inferences from experimental and topological results for the binary enantiomer system (R)- and (S)-mandelic acid
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Document typeArticle
Defense date2011-11-02
Rights accessRestricted access - publisher's policy
Abstract
In pharmacy, racemic compounds are often
problematic, because generally only one of the enantiomers
possesses therapeutic activity and it is often difficult to separate
them. Even though this problem is likely as old as the pharmaceutical
industry, one thermodynamically obvious way of separating
racemic crystals has never been studied experimentally,
which is by using pressure. Data have been obtained on the
equilibria of the (R)- and (S)-mandelic acid system as a function
of pressure and temperature. With the use of thermodynamic
arguments including the Clapeyron, Schr€oder, and Prigogine Defay equations, it has been demonstrated that the conglomerate
(crystals of separated enantiomers) becomes more stable than the racemic compound at approximately 0.64 GPa and 460 K. Even
though this pressure is still higher than at the bottom of the Mariana Trench, there are no technical obstacles to produce such
conditions, making pressure a viable option for separating enantiomers.
CitationRietveld, I. [et al.]. Enantiomer resolution by pressure increase: inferences from experimental and topological results for the binary enantiomer system (R)- and (S)-mandelic acid. "Journal of physical chemistry B", 02 Novembre 2011, vol. 115, núm. 49, p. 14698-14703.
ISSN1520-6106
Publisher versionhttp://cataleg.upc.edu/record=b1216643~S1*cat
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