Repository logo
 
Publication

Photophysics and photochemistry of azole fungicides: triadimefon and triadimenol

2001Journal article Restricted
Simple item page
dc.contributor.authorSilva, José P. da
dc.contributor.authorSilva, Abílio M. da
dc.contributor.authorKhmelinskii, Igor
dc.contributor.authorMartinho, J. M. G.
dc.contributor.authorFerreira, Luís F. Vieira
dc.date.accessioned2015-06-22T14:13:49Z
dc.date.available2015-06-22T14:13:49Z
dc.date.issued2001
dc.description.abstractPhotophysics and photochemistry of pesticides triadimefon {1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl) butanone} and triadimenol {1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl) butan-2-ol} were studied in the solution. The excited singlet states were identified by comparison with the absorption spectra of adequate model compounds, in several solvents. The first excited singlet state of triadimefon is an n, pi* state localized on the carbonyl group, while higher excited states are localized on the chlorophenoxy group and have a pi, pi* character. The lowest singlet state of triadimenol is pi, pi* state, since a methoxyl group replaces the carbonyl group of triadimefon. Triadimefon shows a weak fluorescence from the n, pi* state, upon excitation at both 310 and 250 nm. This suggests a fast intramolecular energy transfer process from the localized pi, pi* state of the chlorophenoxy group to the n, pi* state of the carbonyl group. The photodegradation quantum yield of triadimefon in cyclohexane at 313 run is 0.022. Triadimenol is photostable, under the same conditions. Two major photodegradation products of triadimefon and triadimenol were identified: 4-chlorophenol and 1,2,4-triazole. 4-Chlorophenoxyl radicals were detected by flash photolysis, suggesting a homolytic cleavage of the C-O bond of the asymmetric carbon. (C) 2001 Elsevier Science B.V. All rights reserved.
dc.identifier.doihttps://dx.doi.org/10.1016/S1010-6030(01)00489-0
dc.identifier.issn1010-6030
dc.identifier.otherAUT: IKH00165;
dc.identifier.urihttp://hdl.handle.net/10400.1/6551
dc.language.isoeng
dc.peerreviewedyes
dc.publisherElsevier
dc.relation.isbasedonP-000-TKX
dc.subjectTriadimefon
dc.subjectTriadimenol
dc.subjectEnergy transfer
dc.subjectPhenoxyl radicals
dc.subjectChlorophenol
dc.titlePhotophysics and photochemistry of azole fungicides: triadimefon and triadimenol
dc.typejournal article
dspace.entity.typePublication
oaire.citation.endPage37
oaire.citation.issue1
oaire.citation.startPage31
oaire.citation.titleJournal of Photochemistry and Photobiology A: Chemistry
oaire.citation.volume142
person.familyNameDa Silva
person.familyNameKhmelinskii
person.givenNameJosé Paulo
person.givenNameIgor
person.identifier0000000420541031
person.identifier.ciencia-id3413-C4F4-73F7
person.identifier.ciencia-id0D1A-CB6C-6316
person.identifier.orcid0000-0002-6458-7328
person.identifier.orcid0000-0002-6116-184X
person.identifier.ridA-4606-2008
person.identifier.ridC-9587-2011
person.identifier.scopus-author-id7201733236
person.identifier.scopus-author-id6701444934
rcaap.rightsrestrictedAccess
rcaap.typearticle
relation.isAuthorOfPublicatione2004fa2-a47d-44b0-b11c-fc95fe51cbf9
relation.isAuthorOfPublicationfcb9f09f-2e99-41fb-8c08-7e1acbc65076
relation.isAuthorOfPublication.latestForDiscoverye2004fa2-a47d-44b0-b11c-fc95fe51cbf9

Files

Original bundle
Now showing 1 - 1 of 1
No Thumbnail Available
Name:
Photophysics and photochemistry of azole fungicides triadimefon and triadimenol.pdf
Size:
121.14 KB
Format:
Adobe Portable Document Format
Download

Collections

FCT2-Artigos (em revistas ou actas indexadas)