P. Bournot, B. Maume, C. Baron
1971
Citations
0
Influential Citations
6
Citations
Journal
Journal of Chromatography A
Abstract
Abstract The use of TMSi derivatives has permitted us to obtain a better separation of the four menthol stereoisomers than the one obtained generally with the alcohols on a polar column. This separation is carried out with an SE-30 non-polar column with 5 % of liquid phase. For menthoglycol and neomenthoglycol, two levels of silylation have been defined. With the use of bis-(trimethylsilyl)-acetamide or bis-(trimethylsilyl)-trifluoroacetamide, each isomer gives two mono-TMSi derivatives, the 3 and 8-mono-TMSi ether. On the other hand, under catalysis conditions the result is only one derivative of each isomer, the 3,8-di-TMSi ether. The formation of menthoglycol and neomenthoglycol cyclic boronates is fast and gives stable derivatives with excellent chromatographic properties. Heptafluorobutyrate derivatives of menthol stereoisomers, menthoglycol and neomenthoglycol can be detected at the subnanogram level by an electron capture GLC detector. Structural determination of these derivatives has been carried out by mass spectrometry. All these derivatives are suitable for the analysis by combined gas chromatography—mass spectrometry. This method has been applied to the characterization of the four menthol isomers in mint oil.