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Mechanism of the expulsion of oh from the [M C 2 H 4 ] + ˙ ion from ethyl benzoate
Author(s) -
Shapiro Robert H.,
Tomer Kenneth B.,
Caprioli Richard M.,
Bey John H.
Publication year - 1970
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.1210031013
Subject(s) - deuterium , chemistry , ion , oxygen atom , hydrogen , oxygen , hydrogen atom , kinetic energy , atom (system on chip) , spectral line , inorganic chemistry , photochemistry , medicinal chemistry , molecule , atomic physics , organic chemistry , quantum mechanics , computer science , embedded system , alkyl , astronomy , physics
Ion kinetic energy spectra of the esters C 6 H 5 C 18 OOC 2 D 5 and C 6 H 5 COOC 2 D 5 show that the ion formed by loss of C 2 D 4 from the molecular ion has the deuterium atom attached to the carbonyl oxygen atom. Transfer of this deuterium to the other oxygen can only take place via exchange reactions involving the ortho ‐hydrogen atoms and requires at least two complete rotations of the side‐chain.