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EI/MS/MS spektri N-monosupstituisanih cijanoacetamida

dc.creatorIlić, Nataša
dc.creatorMarinković, Aleksandar
dc.creatorMijin, Dušan
dc.creatorNevešćanin, Marina
dc.creatorPetrović, Slobodan
dc.date.accessioned2021-03-10T11:20:35Z
dc.date.available2021-03-10T11:20:35Z
dc.date.issued2010
dc.identifier.issn1451-9372
dc.identifier.urihttp://TechnoRep.tmf.bg.ac.rs/handle/123456789/1662
dc.description.abstractThe electron-ionization induced mass spectra of twenty six N-monosubstituted cyanoacetamides were recorded and their fragmentation patterns were studied. The effect of N-alkyl and N-aryl substituents to the fragmentation of the investigated compounds was discussed. Mechanistic generalization lead to a conclusion that fission of the carbon-carbon bonds next to carbonyl function or nitrogen were processes common for N-alkyl and N-(4-substituted phenyl) cyanoacetamides. In some amides, the elimination of the acyl group by a ketene fragment gave rise to the more stable ion. Cycloalkyl amides could not fragment by single carbon-carbon bond fission, but subsequent rearrangement resulted in formation of stable even electron ion. N-(4-substituted phenyl) cyanoacetamides were more stable showing also characteristic fragmentation depending on substituent present at phenyl ring.en
dc.description.abstractU ovom radu su proučavani fragmentacioni putevi dvadeset šest N-monosupstituisanih cijanoacetamida dobijenih jonizacijom izazvanom bombardovanjem elektronima. Na osnovu definisanih fragmentacionih puteva diskutovan je uticaj prisutnih N-alkil i N-aril supstituenata. Sagledavanjem mehanizama fragmentacija ispitivanih N-monosupstituisanih cijanoacetamida uočava se da je cepanje veze ugljenik-ugljenik susedne karbonilnoj grupi ili azotu proces uočen i kod N-alkil i N-(4-supstituisanih fenil) cijanoacetamida. Kod nekih amida, eliminacija acil grupe u vidu fragmenta ketena dovodi do nastajanju stabilnijih jona. Cikloalkil amidi ne mogu da se fragmentišu samo cepanjem veze ugljenik-ugljenik, već u narednom koraku pregradnje daju stabilnije parne jone. N-(4-supstituisani fenil) cijanoacetamidi se stabilni u primenjenim jonizacionim uslovima i pokazuju karakteristične fragmentcije na koje utiče prisutni supstituent na fenilnom jezgru.sr
dc.publisherAssociation of the Chemical Engineers of Serbia
dc.relationinfo:eu-repo/grantAgreement/MESTD/MPN2006-2010/142063/RS//
dc.rightsopenAccess
dc.rights.urihttps://creativecommons.org/licenses/by-nc-nd/4.0/
dc.sourceChemical Industry & Chemical Engineering Quarterly
dc.subjectN-monosubstituted cyanoacetamidesen
dc.subjectelectron impacten
dc.subjectrearrangementen
dc.subjectfragmentationen
dc.subjectN-monosupstituisani cijanoacetamidisr
dc.subjectelektron impaktsr
dc.subjectpregradnjasr
dc.subjectfragmentacijesr
dc.titleEI/MS/MS spectra of N-monosubstituted cyanoacetamidesen
dc.titleEI/MS/MS spektri N-monosupstituisanih cijanoacetamidasr
dc.typearticle
dc.rights.licenseBY-NC-ND
dc.citation.epage397
dc.citation.issue4
dc.citation.other16(4): 387-397
dc.citation.rankM23
dc.citation.spage387
dc.citation.volume16
dc.identifier.doi10.2298/CICEQ100421042I
dc.identifier.fulltexthttp://TechnoRep.tmf.bg.ac.rs/bitstream/id/8641/1451-93721000042I.pdf
dc.identifier.rcubconv_1676
dc.identifier.scopus2-s2.0-78649848100
dc.identifier.wos000285947500011
dc.type.versionpublishedVersion


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