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《Chinese Journal of Applied Chemistry》 2003-11
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Enantioselective Separation of Racemic Mandelic Acid by Chiral Extraction with Lipophilic L-Tartaric Esters

TANG Ke-Wen a,b*, ZHOU Chun-Shan b ( aDepartment of Chemistry and Chemical Engineering, Hunan Institute of Science and Technology,Yueyang 414000; bCollege of Chemistry and Chemical Engineering,Central South University,Changsha 410083)  
Distribution behavior of mandelic acid enantiomers was examined in a two-phase aqueous-organic solvent mixture containing L-tartaric esters. The influences of pH, length of alkyl chain of L-tartraic esters, organic solvents and concentrations of phosphate salt on partition coefficient(K) and separation factor(α) were investigated. The results show that L-tartaric esters studied all form more stable diastereomeric complexes with D-enantiomer than with L-enantiomer. With rise of pH, K decrease, but α increase. With addition of length of alkyl chain of L-tartaric esters, K and α decrease. Organic solvents and concentrations of phosphate salt also show a great influence on K and α. K L, K D and α are 2.523, 2.674 and 1.06, respectively, when mandelic acid enantiomers were extracted by di-O-pentyl-L-tartaric ester in n-decanol at pH=2.3.
【Fund】: 湖南省自然科学基金资助项目 ( 0 1JJY2 0 98)
【CateGory Index】: O658.2
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