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Mass spectrometry of tautomeric compounds—II: A mechanism of ketene elimination from enol acetates
Author(s) -
Nakata Hisao,
Tatematsu Akira
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.1210040123
Subject(s) - ketene , enol , tautomer , chemistry , mass spectrometry , keto–enol tautomerism , molecule , computational chemistry , photochemistry , transition state , ion , reaction mechanism , medicinal chemistry , stereochemistry , organic chemistry , catalysis , chromatography
Comparisons of the mass spectral behaviour of the [M – 42] ions from enol acetates and that of the corresponding ketones indicate that the elimination of a ketene molecule from enol acetates proceeded through a four‐membered cyclic transition state to afford fragment ions with an enolic structure.