Gas chromatography of several indole derivatives

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Abstract

The determination by gas chromatography of indoles that are aromatic acids requires the preparation of volatile derivatives such as the methyl esters. This has been done successfully by diazomethane methylation of indole-3-acetic acid (IAA), indole-3-carboxylic acid (ICA), indole-3-propionic acid (IPA), indole-3-butyric acid (IBA), 5-hydroxyindole-3-acetic acid (5-OH-IAA) and other related compounds (1–5). Other indoles such as ethylindole 3-acetate and indole-3-acetonitrile have sufficient vapor pressures to allow direct chromatography at temperatures low enough to prevent decomposition (1, 3). Conditions for gas chromatography of many indoles have been reported by several workers (1–5). The objective of the present report is to demonstrate that trifluoroacetylation of indoles accompanied by gas chromatography and electron capture analysis of the derivatives offers a more sensitive method of detecting these compounds. This method of detection is compared with flame ionization detection.

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Florida Agricultural Experiment Stations Journal Series No. 2466.

2

Department of Agronomy, Department of Fruit Crops, Department of Chemistry, and Department of Botany, University of Florida, respectively.

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