کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
1196282 1492904 2010 10 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Absolute Assignment of Constitutional Isomers via Structurally Diagnostic Fragment Ions: The Challenging Case of α- and β-Acyl Naphthalenes
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آنالیزی یا شیمی تجزیه
پیش نمایش صفحه اول مقاله
Absolute Assignment of Constitutional Isomers via Structurally Diagnostic Fragment Ions: The Challenging Case of α- and β-Acyl Naphthalenes
چکیده انگلیسی

A general mass spectrometric method is described for the absolute assignment of α- or β-acyl naphthalenes, via which the gaseous α- and β-naphthoyl cations of m/z 155 are used as structurally diagnostic fragment ions (SDFI). 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 SDFI. Reactions with ethyl vinyl ether and several homologues as well as ethyl vinyl thioether were, however, successful. In reactions with ethyl vinyl ether, the α-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 β-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 α-acyl naphthalene was correctly performed via the characterization of its α-SDFI.

Graphical AbstractA general method is proposed for absolute structural assignment of α- and β-acyl naphthalenes via the characterization of structurally diagnostic fragment ions by means of ion/molecule reactions with vinyl ethers.Figure optionsDownload high-quality image (94 K)Download as PowerPoint slide

ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Journal of the American Society for Mass Spectrometry - Volume 21, Issue 12, December 2010, Pages 2041–2050
نویسندگان
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