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Quantitative Analysis of Menthol Isomer Distributions in Selected Samples

William Monroe Coleman, Thomas A. Perfetti, R. L. Suber

Open publisher page 12 citations

Abstract

Menthol occurs naturally in oils of the Mentha species in the (1 R, 3R, 4S)-(–) 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 (1S, 3S, 4R)-(+)- 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.

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What this paper is about

Menthol occurs naturally in oils of the Mentha species in the (1 R, 3R, 4S)-(–) 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 (1S, 3S, 4R)-(+)- 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.

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Available abstract

Menthol occurs naturally in oils of the Mentha species in the (1 R, 3R, 4S)-(–) 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 (1S, 3S, 4R)-(+)- 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.

Key concepts: Chemistry, Menthol, Chromatography, Quantitative analysis (chemistry), Organic chemistry

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