Reactions of 12 s‐Triazines with Soil Clays

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Abstract
Twelve herbicides—chloro, methoxy and methyl‐thio compounds—of the s‐triazine family were reacted with chloroform and water suspensions of soil clays of varying mineralogical composition, and also with Wyoming bentonite. IR spectra of air‐dried KBr pellets of the reacted samples were made. NMR data of a chloro and methoxy s‐triazine were studied.Data showed that protonation and hydrolysis of the triazine had occurred in certain samples. The highly acidic environment of montmorillonitic clay surfaces provided conditions suitable for the hydrolysis. The order of hydrolysis of the chloro s‐triazines used in the study is trietazine > chlorazine > propazine > ipazine > simazine = atrazine. The corresponding methoxy or methyl‐thio compound hydrolyzed less than the chloro analogue. Protonation and adsorption are directly related to the basicity of the triazine but hydrolysis has an inverse relation. NMR data can be used to obtain the relative basicities of s‐triazine herbicides and thus be an indicator of ease of hydrolysis.
Funding Information
  • Public Health Service Research (CC-00248)
  • National Communicable Disease Control Center

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