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Metastable decompositions of cyclopentanol ions and [C 5 H 10 O] +˙ ions with the oxygen on the first carbon
Author(s) -
Hudson Charles E.,
McAdoo David J.
Publication year - 1984
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.1210190102
Subject(s) - isomerization , chemistry , ethylene , ion , oxygen , deuterium , enol , photochemistry , metastability , yield (engineering) , carbon fibers , ionization , medicinal chemistry , organic chemistry , materials science , catalysis , atomic physics , physics , composite number , metallurgy , composite material
Ionized cyclopentanol and [C 5 H 10 O]+˙ ions with the oxygen on the first carbon lose methyl, ethylene, ethyl, ethane and water in their metastable decompositions. We show by collisionally activated decompositions of the products that the losses of ethyl form CH 3 CH 2 CO + , the losses of ethylene form, and the losses of methyl probably yield. Deuterium labeling indicates that ethyl loss from ionized cyclopentanol occurs following α‐cleavage of the ring, isomerization to the enol isomer of ionized n ‐pentanal and subsequent isomerization to the 3‐pentanone ion.