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Kinetic and mechanistic aspects of the direct photodegradation of atrazine, atraton, ametryn and 2‐hydroxyatrazine by 254 nm light in aqueous solution
Author(s) -
Azenha M. E. D. G.,
Burrows H. D.,
Canle L. M.,
Coimbra R.,
Fernández M. I.,
García M. V.,
Peiteado M. A.,
Santaballa J. A.
Publication year - 2003
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.624
Subject(s) - chemistry , photodegradation , atrazine , triazine , aqueous solution , photochemistry , alkylation , organic chemistry , pesticide , photocatalysis , catalysis , agronomy , biology
Abstract Atrazine ( 1 ), Atraton ( 2 ) and Ametryn ( 3 ) are photodegraded upon 254 nm irradiation, yielding 2‐OH‐atrazine ( 4 ) as a photoproduct. Dealkylation products are also generated, and 4‐ethylamino‐6‐isopropylamino‐(1,3,5)‐triazine was also found as a photoproduct of 3 . The main photoreaction is proposed to be an addition–elimination, yielding 4 , which subsequently photodegrades. The ease of photodegradation depends on the electron availability at position C‐2, the observed order of photoreactivity being 1 > 3 > 4 > 2 . Copyright © 2003 John Wiley & Sons, Ltd.