Irradiation of N-aryl O-aryl carbamates has been carried out in H2O/CH3CN (1 : 1 v/v) solutions at > 290 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.
Photochemical behaviour of carbamates structurally related to herbicides in aqueous media: nucleophilic solvent trapping versus radical reactions / Passananti, Monica; Cermola, Flavio; DELLA GRECA, Marina; Iesce, MARIA ROSARIA; Previtera, Lucio; Sferruzza, Rosalia; Temussi, Fabio. - In: INTERNATIONAL JOURNAL OF PHOTOENERGY. - ISSN 1110-662X. - (2014). [10.1155/2014/864361]
Photochemical behaviour of carbamates structurally related to herbicides in aqueous media: nucleophilic solvent trapping versus radical reactions
PASSANANTI, MONICA;CERMOLA, FLAVIO;DELLA GRECA, MARINA;IESCE, MARIA ROSARIA;PREVITERA, LUCIO;SFERRUZZA, ROSALIA;TEMUSSI, FABIO
2014
Abstract
Irradiation of N-aryl O-aryl carbamates has been carried out in H2O/CH3CN (1 : 1 v/v) solutions at > 290 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.| File | Dimensione | Formato | |
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