Premium
Contrasting behavior of pentafluorophenoxyacetone and pentafluorobenzyloxyacetone in electron impact and electron capture mass spectrometry
Author(s) -
Xu Linxiao,
Huang Yulin,
Giese Roger W.
Publication year - 1998
Publication title -
journal of mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 1076-5174
DOI - 10.1002/(sici)1096-9888(199807)33:7<615::aid-jms674>3.0.co;2-n
Subject(s) - chemistry , electron ionization , mass spectrometry , ion , mass spectrum , ketone , electron capture , polyatomic ion , carbene , electron , analytical chemistry (journal) , organic chemistry , chromatography , ionization , nuclear physics , catalysis , physics
Towards the goal of finding new ketone electrophores suitable as molecular labels for electrophoric release tags, pentafluorophenoxyacetone (1) and pentafluorbenzyloxyacetone (2) were prepared. Both ketones were evaluated by electron capture (EC) and electron impact (EI) modes of mass spectrometry (MS). By EC‐MS, 1 nearly gave a single ion (as desired), whereas 2 gave many ions. This behavior was completely reversed in EI‐MS. To account for certain ion fragments in the EC mass spectrum of 2, an anion radical McLafferty‐type rearrangement and loss of a carbene neutral were postulated. Electron impact of 1 gave an abundant ion at m / z 117 (C 5 F 3+ ), which was suggested to be a diyne cation. © 1998 John Wiley & Sons, Ltd.