HPLC Enantioseparation of Menthol with Non-ultraviolet Detectors and Effect of Chromatographic Conditions

HPLC Enantioseparation of Menthol with Non-ultraviolet Detectors and Effect of Chromatographic... Menthol has been widely used in pharmaceuticals, food industry, oral health care products, cosmetic industry, and tobacco products, and its HPLC chiral separation has been less reported till now. Herein, a simple and direct method has been devel- oped for separation of menthol by normal-phase HPLC coupled with refractive index detector and/or optical rotation detector, in which special sample pretreatment and derivatization were not required. The effects of chiral stationary phases, alcoholic modifiers, column temperature, and injection amount were studied in detail. The amylose tris(3,5-dimethylphenylcarbamate)- coated chiral stationary phase showed the best separation performance for menthol with the resolution of 2.84. Through the optical rotation detector, (+)-menthol was first eluted on the amylose-based chiral stationary phase in the hexane-2-propanol mixture, but later eluted on the cellulose-derived chiral stationary phases in the same mobile phase. In addition, retention and resolution of menthol displayed an upward trend along with the content of 2-propanol and column temperature reduc- − 1 tion. Chiral separation of menthol could be attributed to an enthalpically driven process, since ΔΔH (− 3.04 kJ mol ) and − 1 − 1 ΔΔS* (− 8.57 J mol  K ) for two enantiomers were negative in the experimental temperature range. Moreover, the limits of http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Chromatographia Springer Journals

HPLC Enantioseparation of Menthol with Non-ultraviolet Detectors and Effect of Chromatographic Conditions

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Publisher
Springer Berlin Heidelberg
Copyright
Copyright © 2018 by Springer-Verlag GmbH Germany, part of Springer Nature
Subject
Chemistry; Chromatography; Proteomics; Pharmacy; Laboratory Medicine; Analytical Chemistry
ISSN
0009-5893
eISSN
1612-1112
D.O.I.
10.1007/s10337-018-3525-1
Publisher site
See Article on Publisher Site

Abstract

Menthol has been widely used in pharmaceuticals, food industry, oral health care products, cosmetic industry, and tobacco products, and its HPLC chiral separation has been less reported till now. Herein, a simple and direct method has been devel- oped for separation of menthol by normal-phase HPLC coupled with refractive index detector and/or optical rotation detector, in which special sample pretreatment and derivatization were not required. The effects of chiral stationary phases, alcoholic modifiers, column temperature, and injection amount were studied in detail. The amylose tris(3,5-dimethylphenylcarbamate)- coated chiral stationary phase showed the best separation performance for menthol with the resolution of 2.84. Through the optical rotation detector, (+)-menthol was first eluted on the amylose-based chiral stationary phase in the hexane-2-propanol mixture, but later eluted on the cellulose-derived chiral stationary phases in the same mobile phase. In addition, retention and resolution of menthol displayed an upward trend along with the content of 2-propanol and column temperature reduc- − 1 tion. Chiral separation of menthol could be attributed to an enthalpically driven process, since ΔΔH (− 3.04 kJ mol ) and − 1 − 1 ΔΔS* (− 8.57 J mol  K ) for two enantiomers were negative in the experimental temperature range. Moreover, the limits of

Journal

ChromatographiaSpringer Journals

Published: May 3, 2018

References

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