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International Journal of Photoenergy
Volume 2014 (2014), Article ID 864361, 6 pages
http://dx.doi.org/10.1155/2014/864361
Research Article

Photochemical Behaviour of Carbamates Structurally Related to Herbicides in Aqueous Media: Nucleophilic Solvent Trapping versus Radical Reactions

UdR Napoli 4 INCA, Dipartimento di Scienze Chimiche, Università di Napoli Federico II, Complesso Universitario Monte S. Angelo, Via Cintia 21, 80126 Napoli, Italy

Received 3 October 2013; Accepted 15 December 2013; Published 8 January 2014

Academic Editor: Zofia Stasicka

Copyright © 2014 Monica Passananti et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Abstract

Irradiation of N-aryl O-aryl carbamates has been carried out in H2O/CH3CN (1 : 1 v/v) solutions at  nm. When chlorine is on the N-aryl ring, halogen-substituted products are found. These photoproducts derive from the trapping of the intermediate radical cation by water and, even, by acetonitrile leading to phenols and N-arylacetamides (photo-Ritter products), respectively. Unsubstituted N-aryl carbamates slowly undergo photo-Fries reaction.