Chemistry Department, University of Lleida, 25198 Lleida, Spain.
J Anal Methods Chem. 2012;2012:452949. doi: 10.1155/2012/452949. Epub 2012 May 9.
The use of iodine as a catalyst and either acetic or trifluoroacetic acid as a derivatizing reagent for determining the enantiomeric composition of acyclic and cyclic aliphatic chiral alcohols was investigated. Optimal conditions were selected according to the molar ratio of alcohol to acid, the reaction time, and the reaction temperature. Afterwards, chiral stability of chiral carbons was studied. Although no isomerization was observed when acetic acid was used, partial isomerization was detected with the trifluoroacetic acid. A series of chiral alcohols of a widely varying structural type were then derivatized with acetic acid using the optimal conditions. The resolution of the enantiomeric esters and the free chiral alcohols was measured using a capillary gas chromatograph equipped with a CP Chirasil-DEX CB column. The best resolutions were obtained with 2-pentyl acetates (α = 3.00) and 2-hexyl acetates (α = 1.95). This method provides a very simple and efficient experimental workup procedure for analyzing chiral alcohols by chiral-phase GC.
研究了碘作为催化剂，乙酸或三氟乙酸作为衍生试剂，用于测定非环和环状脂肪族手性醇的对映体组成。根据醇与酸的摩尔比、反应时间和反应温度选择了最佳条件。然后，研究了手性碳的手性稳定性。虽然使用乙酸时没有观察到异构化，但用三氟乙酸检测到部分异构化。然后，使用最佳条件用乙酸将一系列结构类型广泛变化的手性醇进行衍生化。使用配备 CP Chirasil-DEX CB 柱的毛细管气相色谱仪测量对映体酯和游离手性醇的拆分度。2-戊基乙酸酯（α = 3.00）和 2-己基乙酸酯（α = 1.95）获得了最佳的拆分度。该方法为通过手性相 GC 分析手性醇提供了一种非常简单有效的实验后处理程序。
