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The formation of [CH 5 O] + and ions from the molecular ions of isobutyl alcohol
Author(s) -
Tajima Susuma,
van der Greef Jan,
Nibbering Nico M. M.
Publication year - 1978
Publication title -
organic mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 0030-493X
DOI - 10.1002/oms.1210131002
Subject(s) - chemistry , ion , protonation , molecule , hydrogen , hydrogen atom , metastability , deuterium , ion cyclotron resonance , fourier transform ion cyclotron resonance , methanol , alcohol , ionization , photochemistry , atomic physics , organic chemistry , group (periodic table) , cyclotron , physics
On the basis of field ionization kinetic and deuterium labelling experiments, it is shown that the molecular ions of isobutyl alcohol generate [CH 5 O] + ions at 10 −11 s via a 1,4‐shift of a hydrogen atom from one of the methyl groups to the oxygen atom, followed by a 1,2‐elimination of protonated methanol with a hydrogen atom of the other methyl group. At times > 10 −11 s two distinct interchange processes between hydrogen atoms appear to compete with this reaction, as shown from field ionization kinetic experiments and metastable decompositions. Ion cyclotron resonance experiments on the long‐lived [CH 5 O] + ions further demonstrate that they are protonated methanol ions. Arguments are put forward that the ions, generated by a specific 1,3‐elimination of a molecule of water from metastable decomposing molecular ions, have an isobutene structure.