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Separation of mandelic acid and its derivatives with new immobilized cellulose chiral stationary phase

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Abstract

A new liquid chromatographic method has been developed for the chiral separation of the enantiomers of mandelic acid and their derivatives 2-chloromandelic acid, 4-hydroxymandelic acid, 4-methoxymandelic acid, and 3,4,5-trismethoxymandelic acid. The enantiomers were separated by a CHIRALPAK® IC (250 mm×4.6 mm, 5 μm). Mandelic acid, 4-methoxymandelic acid, and 3,4,5-trismethoxymandelic acid were baseline resolved (resolution factor (R S)=2.21, R S=2.14, and R S=3.70, respectively). In contrast, the enantioselectivities between CHIRALPAK® IC and 2-chloromandelic acid and 4-hydroxymandelic acid investigated were low. By comparing the chromatographs of mandelic acid enantiomers and mandelic acid spiked with (R)-mandelic acid, it was determined that the first effluent was (R)-mandelic acid.

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Correspondence to Zhen-zhong Zhang.

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Zhou, J., Liu, Q., Fu, Gj. et al. Separation of mandelic acid and its derivatives with new immobilized cellulose chiral stationary phase. J. Zhejiang Univ. Sci. B 14, 615–620 (2013). https://doi.org/10.1631/jzus.B1200361

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  • DOI: https://doi.org/10.1631/jzus.B1200361

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