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Enantioselective extraction of mandelic acid enantiomers by L -dipentyl tartrate and β -cyclodextrin as binary chiral selectors

F. P. Jiao, X. Q. Chen, W. G. Hu, F. R. Ning, and K. L. Huang

School of Chemistry and Chemical Engineering, Central South University, Changsha, 410083, China

 

E-mail: jiaofp@163.com

Received: 30 September 2006  Revised: 6 February 2007  Accepted: 12 February 2007

Abstract: A new binary chiral selector system effective for the enantioselective extraction of racemic mandelic acid is presented. While L-dipentyl tartrate and β-cyclodextrin had a very low enantioselectivity as single selectors, a preferential extraction of D-mandelic acid to the organic phase was found in the binary selector system. Using decanol as organic solvent and pH of a phoshate buffer equal to 2.3, the distribution coefficients of D-and L-mandelic acids as high as 14.9 and 7.0, respectively, and the enantioselectivity value of 2.1 were found at optimum concentration of β-cyclodextrin.

Keywords: enantiomer - mandelic acid - enantioselective extraction - chiral selector - L-dipentyl tartrate - β-cyclodextrin

Full paper is available at www.springerlink.com.

DOI: 10.2478/s11696-007-0041-4

 

Chemical Papers 61 (4) 326–328 (2007)

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