Naslov
ESI MS and MS/MS analysis of aromatic hydrazones derived from nicotinic acid hydrazide

Autori
Galić, Nives

Vrsta, podvrsta i kategorija rada
Sažeci sa skupova, sažetak, znanstveni

Izvornik
Book of Abstracts / Masar, M. ; Bodor, R. ; Stanova, A. ; Halko, R. - Bratislava, 2014, 20-20

Skup
14th International Symposium and Summer School on Bioanalysis

Mjesto i datum
Smolenice, Slovačka; Bratislava, Slovačka, 28.06.2014. - 06.07.2014

Vrsta sudjelovanja
Pozvano predavanje

Vrsta recenzije
Međunarodna recenzija

Ključne riječi
Aroylhydrazones ; Tandem mass spectrometry ; Fragmentation pathways

Sažetak
The aroylhydrazones derived from nicotinic acid hydrazide and differently substituted benzaldehyde (Scheme 1) were prepared according to the published procedure [1]. The compounds were analyzed by ESI MS both in positive and negative ion mode. The influence of the solvent (acetonitrile, methanol, addition of sodium or amonium acetate) on signal intensities was investigated. A comprehensive ESI MS and MS/MS study of fragmentation pathways of hydrazones using triple quadrupole instrument was performed. Structural isomers of aroylhydrazones were distinguished by tandem mass spectrometry. Compounds 3 and 4 (derived from 3- and 4-hydroxy salicylaldehyde) as well as 8 and 9 (derived from 3- and 5-chloro salicylaldehyde) were distinguished by MS/MS as a result of ortho effect. The MS/MS spectra and fragmentation pathways of compounds 6 and 7 (derived from 3- and 4-methoxy salicylaldehyde, respectively) differ due to enolimino-ketoamino tautomeric interconversion of 6. Homolytic cleavage and formation of radical cation was observed for compound 11, bearing nitro group in meta position with respect to C=N double bond. Based on the MS/MS spectra of investigated compounds some general rules can be drawn. The cleavage of the hydrazone bond – HN–N= is predominating process giving rise to the signals at m/z 121 and 123 characteristic for nicotinic acid hydrazide. MS/MS experiments can be used for distinguishing structural isomers of aroylhydrazones. [1] N. Galić, I. Brođanac, D. Kontrec, S. Miljanić, Spectrochim. Acta A, 107 (2013) 263-270.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

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