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Mass spectral structure elucidation of substituted 4‐oxazolidones, the photocycloexpansion products of 2,4‐azetidindiones
Author(s) -
Compernolle F.,
Schutyser J.,
De Schryver F. C.
Publication year - 1975
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.1210100112
Subject(s) - tautomer , mass spectrum , yield (engineering) , ring (chemistry) , chemistry , spectral line , hydrolysis , spectral analysis , computational chemistry , gas phase , stereochemistry , mass spectrometry , medicinal chemistry , organic chemistry , physics , thermodynamics , spectroscopy , chromatography , quantum mechanics , astronomy
Abstract‐2‐Methoxy‐4‐oxazolidone structures are assigned to the photocycloexpansion products of the substituted 2,4‐azetidindiones on the basis of mass spectral evidence. A discussion is given of the mass spectra of 2‐methoxy‐4‐oxazolidones and of their hydrolysis products, the 2‐hydroxy‐4‐oxazolidones and the ring opened substituted 2‐hydroxy‐ N ‐formyl acetamides. Ring and chain forms, when both isolated, yield completely different mass spectra, indicating that no rapid tautomeric equilibrium is established in the gas phase.