An unprecedented ortho effect in mass spectrometric fragmentation of even-electron negative ions from hydroxyphenyl carbaldehydes and ketones

Athula Attygalle, Josef Ruzicka, Deepu Varughese, Jafri Sayed

Research output: Contribution to journalArticlepeer-review

15 Scopus citations

Abstract

A mass spectrometric peak for a carboxylate anion is observed in collision-induced dissociation (CID) mass spectra recorded from negative ions derived from ortho isomers of hydroxyphenyl carbaldehydes and ketones. For example, CID spectra of 2-hydroxy derivatives of benzaldehyde, acetophenone, propiophenone, isobutyrophenone, and pivalophenone show peaks at m/z 45, 59, 73, 87, and 101 for the formate, acetate, propionate, isobutyrate, and pivalate anions, respectively.

Original languageEnglish
Pages (from-to)4601-4603
Number of pages3
JournalTetrahedron Letters
Volume47
Issue number27
DOIs
StatePublished - 3 Jul 2006

Keywords

  • Collision-induced dissociation (CID)
  • ESI-MS
  • Hydroxyacetophenone
  • Hydroxybenzaldehyde
  • Negative-ion mass spectrometry
  • Ortho effect

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