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Menthol occurs naturally in oils of the Mentha species in the (1 R , 3 R , 4 S )-(−) form ( l -menthol), whereas synthetic menthol is available either in the same form or as a racemic mixture ( d - and  l -menthol). Quantitative analysis of the presence of the (1 S , 3 S , 4 R )-(+)- form ( d -menthol) is achieved by using gas chromatographic analysis on a chiral capillary column with selective ion monitoring detection. Detection of the presence of as little as 0.01%  d -menthol in the total menthol concentration is possible with relative standard deviation values averaging around 7%. Minimal sample preparation with short sample analysis times of 30 min provide for a rapid sample turn around. This method should be applicable to the speciation of menthol in a wide variety of menthol-containing products, including cigarettes.

Quantitative Analysis of Menthol Isomer Distributions in Selected Samples