Abstract

Solutions of TFM (3-trifluoromethyl-4-nitrophenol) in distilled and in two Lake Ontario tributary stream waters were exposed to spring and fall natural sunlight in Pyrex glass containers. TFM degraded in the natural stream waters with a half-life of about 3 days. The principle identified photoproduct is shown to be gentisic acid (2,5-dihydroxybenzoic acid). A second major photoproduct is believed to be a condensation product of TFM and gentisic acid (molecular weight 371). Structures based on mass spectra are proposed for four other photoproducts. A photolysis pathway is proposed in which the primary degrdation route leads to polymeric, humic acid-like material.

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