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Bimolecular reactions of ˙ CH 2 CH 2 OCH 2 + : A comparison with the chemical properties of CH 3 CH 2 OCH 2 + and ionized trimethylene oxide
Author(s) -
Kenttämaa Hilkka I.,
Kiminkinen L. K. Marjatta,
Orlowski Joseph C.,
Stirk Krista M.
Publication year - 1992
Publication title -
rapid communications in mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.528
H-Index - 136
eISSN - 1097-0231
pISSN - 0951-4198
DOI - 10.1002/rcm.1290061205
Subject(s) - chemistry , reagent , fourier transform ion cyclotron resonance , ion , reactivity (psychology) , radical ion , chemical ionization , ionization , ion cyclotron resonance , photochemistry , electron transfer , mass spectrometry , branching (polymer chemistry) , molecule , chemical reaction , inorganic chemistry , organic chemistry , medicine , cyclotron , alternative medicine , pathology , chromatography
The chemical properties of the distonic radical cation ˙ CH 2 CH 2 OCH 2 +are compared with those of its conventional isomer, ionized trimethylene oxide, and its even‐electron analog, the ethoxymethyl cation (CH 3 CH 2 OCH 2 + ). The rate constants and branching rations have been determined for the gas‐phase reactions of the three ions with several neutral reagents in a dual‐cell Fourier‐transform ion cyclotron resonance device. The reactivity of each ion is found to be quite distinct. Fast electron transfer dominates most of the bimolecular reactions of ionized trimethyleene oxide. The ethoxymethyl cation reacts slowly or not at all with the reagents studied, and the only reaction observed is ethyl cation transfer. The distonic ion ˙ CH 2 CH 2 OCH 2 +undergoes vedry fast reactions with all the neutral reagents, and, in sharp contrast to the other two ions, shows remarkably versatile reactivity. This ion rapidly transfers ionized ethylene to most of the neutral molecules studied. Facile electron transfer occurs with some of the neutral reagents while others abstract a pproton from the ion. Abstraction of a radical by the distonic ion‐a reaction reported earlier for dimethyl disulfide—is not observed for any other reagent.