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1.
Bull Environ Contam Toxicol ; 94(4): 479-83, 2015 Apr.
Article in English | MEDLINE | ID: mdl-25680932

ABSTRACT

The photodegradation of ibuprofen (IBP) in aqueous media was studied in this paper. The degradation mechanism, the reaction kinetics and toxicity of the photolysis products of IBP under UV-Vis irradiation were investigated by dissolved oxygen experiments, quenching experiments of reactive oxygen species (ROS), and toxicity evaluation utilizing Vibrio fischeri. The results demonstrated that the IBP degradation process could be fitted by the pseudo first-order kinetics model. The degradation of IBP by UV-Vis irradiation included direct photolysis and self-sensitization via ROS. The presence of dissolved oxygen inhibited the photodegradation of IBP, which indicated that direct photolysis was more rapid than the self-sensitization. The contribution rates of ·OH and (1)O2 were 21.8 % and 38.6 % in self-sensitization, respectively. Ibuprofen generated a number of intermediate products that were more toxic than the base compound during photodegradation.


Subject(s)
Ibuprofen/chemistry , Ibuprofen/toxicity , Ultraviolet Rays , Water Pollutants, Chemical/chemistry , Water Pollutants, Chemical/toxicity , Aliivibrio fischeri/drug effects , Ibuprofen/analysis , Kinetics , Oxygen/chemistry , Photochemical Processes , Photolysis , Reactive Oxygen Species/metabolism , Toxicity Tests , Water Pollutants, Chemical/analysis
2.
J Org Chem ; 79(23): 11395-408, 2014 Dec 05.
Article in English | MEDLINE | ID: mdl-25369362

ABSTRACT

The hypervalent iodine(III) reagent-induced the direct intramolecular C-N cyclization of N-(biphenyl)pyridin-2-amines to 6-arylbenzimidazoles and N-pyridinyl-9H-carbazoles is presented. The substituent electronic effects governing the formation of benzimidazoles and carbazoles from the reaction of N-(biphenyl)pyridin-2-amines with hypervalent iodine(III) reagents is investigated. Radical trapping and UV-vis spectroscopic experiments on the detection of the cation radical are carried out. Rational mechanisms for these reactions are presented. The selective intramolecular C-N and C-O cyclization of N-(biphenyl)acetamides based on the substituent electronic effects is also presented.

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