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Published in Soil Sci Soc Am J 33:863-867 (1969)
© 1969 Soil Science Society of America
677 S. Segoe Rd., Madison, WI 53711 USA
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Reactions of 12 s-Triazines with Soil Clays1

Cyril B. Brown and Joe L. White2

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.


NOTES

1 Contribution from Purdue University Agronomy Department, Lafayette, Ind. Published with the approval of the Director of Purdue University Agr. Exp. Sta. as Paper no. 3466. Presented before Div. S-1 and S-2, Soil Sci. Soc. of Amer. at New Orleans, La., November 1968. This study has been supported by Public Health Service Research Grant CC-00248 from the National Communicable Disease Control Center, Atlanta, Ga. Technical assistance of Mrs. N. Dajani is gratefully acknowledged.

2 Formerly Postdoctoral Research Associate, now Associate Professor, Department of Science and Mathematics, Fort Valley State College, Ga., and Professor of Agronomy, Purdue University, respectively.

Received for publication September 23, 1968. Accepted for publication July 28, 1969.







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Copyright © 1969 by the Soil Science Society of America.