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Type: Artigo de periódico
Title: Absolute Assignment of Constitutional Isomers via Structurally Diagnostic Fragment Ions: The Challenging Case of alpha- and beta-Acyl Naphthalenes
Author: Benassi, M
Eberlin, MN
Abstract: A general mass spectrometric method is described for the absolute assignment of alpha- or beta-acyl naphthalenes, via which the gaseous alpha- and beta-naphthoyl cations of m/z 155 are used as structurally diagnostic fragment ions (SDP) These stable acylium ions are common and normally abundant fragment ions of acylnaphthalenes in general Using a pentaquadrupole mass spectrometer, CID experiments with argon and ion/molecule reactions with 2-methyl-1,3-dioxolane, isoprene, acetonitrile and propionitrile were performed but failed to distinguish the two SDF1 Reactions with ethyl vinyl ether and several homologues as well as ethyl vinyl thioether were, however, successful In reactions with ethyl vinyl ether, the alpha-SDFI form a pair of diagnostic product ions of m/z 165 and m/z 181, which are absent in the corresponding spectrum of the beta-SDFI Methyl 4-(1-naphthyl)-2,4-dioxobutanoate was used as a test molecule for this class of constitutional isomers and absolute structural assignment as an alpha-acyl naphthalene was correctly performed via the characterization of its alpha-SDFI U Am Soc Mass Spectrom 2010, 21, 2041-2050) (C) 2010 American Society for Mass Spectrometry
Country: EUA
Editor: Elsevier Science Inc
Rights: fechado
Identifier DOI: 10.1016/j.jasms.2010.08.019
Date Issue: 2010
Appears in Collections:Unicamp - Artigos e Outros Documentos

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