The electrochemical behavior of both herbicides is qualitatively similar. The two-electron reduction of atrazine (2-chloro-4-ethylamino 6-isopropylamino-1,3,5-triazine) proceeds only in acidic media where the preceding protonation takes place (pK = 1.44). In solutions of higher pH (2-4) the observed reduction current is kinetically controlled by protonation and the estimated value of the protonation rate constant is k(r) = 2400 +/- 400 mol(-1) 1 s(-1). The products of reduction were identified by large-scale electrolysis followed by GC-MS analysis. The electron transfer reaction causes cleavage of the Cl atom and loss of the ethyl group yielding the respective products in the ratio approximately 4:1. The electrochemical properties of terbutylazine are characterized by the protonation constant pK = 2.37 and rate constant k(r) = 1900 +/- 200 mol(-1) 1 s(-1).

ELECTROCHEMISTRY OF S-TRIAZINE HERBICIDES - REDUCTION OF ATRAZINE AND TERBUTYLAZINE IN AQUEOUS-SOLUTIONS

FUOCO, ROGER;COLOMBINI, MARIA PERLA
1995

Abstract

The electrochemical behavior of both herbicides is qualitatively similar. The two-electron reduction of atrazine (2-chloro-4-ethylamino 6-isopropylamino-1,3,5-triazine) proceeds only in acidic media where the preceding protonation takes place (pK = 1.44). In solutions of higher pH (2-4) the observed reduction current is kinetically controlled by protonation and the estimated value of the protonation rate constant is k(r) = 2400 +/- 400 mol(-1) 1 s(-1). The products of reduction were identified by large-scale electrolysis followed by GC-MS analysis. The electron transfer reaction causes cleavage of the Cl atom and loss of the ethyl group yielding the respective products in the ratio approximately 4:1. The electrochemical properties of terbutylazine are characterized by the protonation constant pK = 2.37 and rate constant k(r) = 1900 +/- 200 mol(-1) 1 s(-1).
Pospisil, L; Trskova, R; Fuoco, Roger; Colombini, MARIA PERLA
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11568/198388
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