Thursday, December 24, 2009

Can simple thin-layer chromatography separate diastereoisomers?

TLC separats compounds based on the compound's prefernce in associating with the TLC plate or the solvent. Meaning, the compound of interest need to be different in solubility in the solvent used or have preference in the adsorption to the TLC adsorbent.





Remember that all isomers have the same molecular formula, same molecular mass, same functional groups. Therefore, it's not possible to separate isomers including diastereoisomers.





Chiral HPLC columns can separate isomers, but it's not cheap. Theoretically, if there's a TLC sorbent that is chiral, then it is possible to separate isomers on TLC. However, I'm not aware of such TLC sorbent.Can simple thin-layer chromatography separate diastereoisomers?
I don't think so. I would rather use chiral column chromatography.

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