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The Occurrence of 2-Methoxy-1,4-Naphthoquinone in Caribbean Vertisols¹

ABSTRACT

An orange colored pigment identified as 2-methoxy-1,4-naphthoquinone was separated and identified from the dark colored 0 to 15-cm layer of Caribbean Vertisols. Extraction of the pigment was carried out by shaking the soil (> 2 mm) in CHCl₃ (1:2) and decanting the supernatant liquid from which the pigment was purified by column chromatography and crystallization from ethanol. Eight kilograms of soil yielded 69 mg of the pigment. Identification of the pigment was determined using a combination of techniques including solubility tests, elemental analyses, melting point, ultraviolet, infrared, NMR, and mass spectroscopy. To the authors' knowledge, the isolation described herein is the first for a nonchlorophyllic pigment occurring in a chemically uncombined form in a tropical soil.

¹ Contribution from the Departments of Chemistry and Soil Science, University of the West Indies, St. Augustine, Trinidad.

² Research student, Lecturer in Chemistry, and Professor of Soil Science, U.W.I., respectively.

Received for publication August 15, 1970. Accepted for publication January 30, 1971.