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Citation: TANG Ke-Wen, ZHOU Chun-Shan. Enantioselective Separation of Racemic Mandelic Acid by Chiral Extraction with Lipophilic L-Tartaric Esters[J]. Chinese Journal of Applied Chemistry, ;2003, 20(11): 1108-1110. shu

Enantioselective Separation of Racemic Mandelic Acid by Chiral Extraction with Lipophilic L-Tartaric Esters

TANG Ke-Wen ^a,b,, ,
ZHOU Chun-Shan ^b

1.
a Department of Chemistry and Chemical Engineering, Hunan Institute of Science and Technology, Yueyang 414000;
2.
b College of Chemistry and Chemical Engineering, Central South University, Changsha 410083

Corresponding author: TANG Ke-Wen,
Received Date: 24 February 2003
Available Online: 14 July 2003
Fund Project: 湖南省自然科学基金资助项目(01JJY2098) (01JJY2098)

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.
- mandelic acid enantiomer,
- L-tartaric esters,
- chiral extraction,
- separation
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