ESI(+)-MS and GC-MS Study of the Hydrolysis of N-Azobenzyl Derivatives of Chitosan

dc.contributorUniversidade Estadual Paulista (UNESP)
dc.creatorPereira, Fernanda S.
dc.creatorNascimento, Heliara D. L.
dc.creatorMagalhaes, Alvicler
dc.creatorPeter, Martin G.
dc.creatorBataglion, Giovana Anceski
dc.creatorEberlin, Marcos N.
dc.creatorGonzalez, Eduardo R. P.
dc.date2015-03-18T15:56:21Z
dc.date2016-10-25T20:35:33Z
dc.date2015-03-18T15:56:21Z
dc.date2016-10-25T20:35:33Z
dc.date2014-11-01
dc.date.accessioned2017-04-06T07:18:31Z
dc.date.available2017-04-06T07:18:31Z
dc.identifierMolecules. Basel: Mdpi Ag, v. 19, n. 11, p. 17604-17618, 2014.
dc.identifier1420-3049
dc.identifierhttp://hdl.handle.net/11449/117520
dc.identifierhttp://acervodigital.unesp.br/handle/11449/117520
dc.identifier10.3390/molecules191117604
dc.identifierWOS:000345564300028
dc.identifierWOS000345564300028.pdf
dc.identifierhttp://dx.doi.org/10.3390/molecules191117604
dc.identifier.urihttp://repositorioslatinoamericanos.uchile.cl/handle/2250/928167
dc.descriptionNew N-p-chloro-, N-p-bromo-, and N-p-nitrophenylazobenzylchitosan derivatives, as well as the corresponding azophenyl and azophenyl-p-sulfonic acids, were synthesized by coupling N-benzylvchitosan with aryl diazonium salts. The synthesized molecules were analyzed by UV-Vis, FT-IR, H-1-NMR and N-15-NMR spectroscopy. The capacity of copper chelation by these materials was studied by AAS. Chitosan and the derivatives were subjected to hydrolysis and the products were analyzed by ESI(+)-MS and GC-MS, confirming the formation of N-benzyl chitosan. Furthermore, the MS results indicate that a nucleophilic aromatic substitution (SnAr) reaction occurs under hydrolysis conditions, yielding chloroaniline from N-p-bromo-, and N-p-nitrophenylazo-benzylchitosan as well as bromoaniline from N-p-chloro-, and N-p-nitrophenylazobenzyl-chitosan.
dc.descriptionFundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)
dc.descriptionCoordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)
dc.languageeng
dc.publisherMdpi Ag
dc.relationMolecules
dc.rightsinfo:eu-repo/semantics/openAccess
dc.subjectchitosan
dc.subjectN-azobenzylchitosan
dc.subjectESI-MS
dc.subjectGC-MS
dc.subjectSnAr reaction
dc.titleESI(+)-MS and GC-MS Study of the Hydrolysis of N-Azobenzyl Derivatives of Chitosan
dc.typeOtro


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