Kinetic and mechanistic aspects of the direct photodegradation of atrazine, atraton, ametryn and 2-hydroxyatrazine by 254 nm light in aqueous solution

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...

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Bibliographic Details
Published in:	Journal of physical organic chemistry Vol. 16; no. 8; pp. 498 - 503
Main Authors:	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.
Format:	Journal Article
Language:	English
Published:	Chichester, UK John Wiley & Sons, Ltd 01-08-2003
Subjects:	addition-elimination dealkylation herbicides photodegradation photohydrolysis photolysis reaction mechanism triazines
Online Access:	Get full text
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Summary:	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.
Bibliography:	Secretaría Xeral de Investigación e Desenvolvemento, Xunta de Galicia - No. PGIDTOOMAM 10303PR Ministerio de Ciencia y Tecnología - No. PPQ 2000-0449-CO2-01; No. HP1999-0078 ArticleID:POC624 istex:E0D847333C18BF247E5EDF4242531BAA81E7CC8A ark:/67375/WNG-6FH4ZBNB-B
ISSN:	0894-3230 1099-1395
DOI:	10.1002/poc.624