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A regiospecific cycloaddition: Successive reactions of · CH 2 CH 2 OH + 2 with CH 2 O
Author(s) -
Mourgues Philippe,
Audier Henri Edouard,
Hammerum Steen
Publication year - 1994
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.1290080110
Subject(s) - chemistry , molecule , ethylene , protonation , ion , polyatomic ion , hydride , fourier transform ion cyclotron resonance , photochemistry , tetracyanoethylene , mass spectrometry , medicinal chemistry , organic chemistry , chromatography , hydrogen , catalysis
Four dominant reactions can be observed when the β‐distonic ion · CH 2 CH 2 OH + 2reacts in the cell of a Fourier‐transform ion cyclotron resonance spectrometer with a number of neutral molecules: protonation of the neutral molecule, ethylene radical‐cation transfer, hydride abstraction from the neutral molecule, and charge exchange. Among the ethylene transfer reactions, which can lead to a variety of other distonic ions, we have throroughly studied the reaction with formaldehyde. The reaction of a first molecule of CH 2 O yields · CH 2 CH 2 OCH + 2 . The addition of a second one leads to 1,3‐dioxane which stabilizes by H · loss. This latter reaction is regiospecific.