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Contrasting behavior of pentafluorophenoxyacetone and pentafluorobenzyloxyacetone in electron impact and electron capture mass spectrometry

✍ Scribed by Xu, Linxiao; Huang, Yulin; Giese, Roger W.

Publisher
John Wiley and Sons
Year
1998
Tongue
English
Weight
261 KB
Volume
33
Category
Article
ISSN
1076-5174

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✦ Synopsis

Towards the goal of Ðnding new ketone electrophores suitable as molecular labels for electrophoric release tags, pentaΓ‘uorophenoxyacetone (1) and pentaΓ‘uorbenzyloxyacetone (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 McLa †erty-type rearrangement and loss of a carbene neutral were postulated. Electron impact of 1 gave an abundant ion at m/z 117 (C5F3'), which was suggested to be a diyne cation.

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