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Mass spectrometric fragmentation of the tautomers of 1,3‐diketones. A gas chromatographic/mass spectrometric study
Author(s) -
Masur Monika,
Grützmacher HansFr.,
Münster Helmut,
Budzikiewicz Herbert
Publication year - 1987
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.1210220804
Subject(s) - tautomer , chemistry , fragmentation (computing) , mass spectrum , substituent , mass spectrometry , gas chromatography , spectral line , polyatomic ion , computational chemistry , analytical chemistry (journal) , ion , chromatography , medicinal chemistry , organic chemistry , physics , astronomy , computer science , operating system
The diketo and ketoenol tautomers of aliphatic 1,3‐diketones can be easily separated by gas chromatography. The mass spectra of tautomers of pentane‐2,4‐diones substituted at C(l) and C(3), separated in this way, have been obtained. The fragmentation mechanisms are discussed. The mass spectra of the tautomers are quite different, and the main fragmentation pathways can be easily linked to the structures of the (non‐interconverting!) tautomeric molecular ions. Furthermore, isomers differing by the position of the substituent can also be identified by their mass spectra.