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EI/MS/MS spectra of N-monosubstituted cyanoacetamides
EI/MS/MS spektri N-monosupstituisanih cijanoacetamida
dc.creator | Ilić, Nataša | |
dc.creator | Marinković, Aleksandar | |
dc.creator | Mijin, Dušan | |
dc.creator | Nevešćanin, Marina | |
dc.creator | Petrović, Slobodan | |
dc.date.accessioned | 2021-03-10T11:20:35Z | |
dc.date.available | 2021-03-10T11:20:35Z | |
dc.date.issued | 2010 | |
dc.identifier.issn | 1451-9372 | |
dc.identifier.uri | http://TechnoRep.tmf.bg.ac.rs/handle/123456789/1662 | |
dc.description.abstract | The 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.abstract | U 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.publisher | Association of the Chemical Engineers of Serbia | |
dc.relation | info:eu-repo/grantAgreement/MESTD/MPN2006-2010/142063/RS// | |
dc.rights | openAccess | |
dc.rights.uri | https://creativecommons.org/licenses/by-nc-nd/4.0/ | |
dc.source | Chemical Industry & Chemical Engineering Quarterly | |
dc.subject | N-monosubstituted cyanoacetamides | en |
dc.subject | electron impact | en |
dc.subject | rearrangement | en |
dc.subject | fragmentation | en |
dc.subject | N-monosupstituisani cijanoacetamidi | sr |
dc.subject | elektron impakt | sr |
dc.subject | pregradnja | sr |
dc.subject | fragmentacije | sr |
dc.title | EI/MS/MS spectra of N-monosubstituted cyanoacetamides | en |
dc.title | EI/MS/MS spektri N-monosupstituisanih cijanoacetamida | sr |
dc.type | article | |
dc.rights.license | BY-NC-ND | |
dc.citation.epage | 397 | |
dc.citation.issue | 4 | |
dc.citation.other | 16(4): 387-397 | |
dc.citation.rank | M23 | |
dc.citation.spage | 387 | |
dc.citation.volume | 16 | |
dc.identifier.doi | 10.2298/CICEQ100421042I | |
dc.identifier.fulltext | http://TechnoRep.tmf.bg.ac.rs/bitstream/id/8641/1451-93721000042I.pdf | |
dc.identifier.scopus | 2-s2.0-78649848100 | |
dc.identifier.wos | 000285947500011 | |
dc.type.version | publishedVersion |