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Studies in mass spectrometry—XVI. The striking difference between the mass spectra of stereoisomeric cyclic anhydrides
Author(s) -
Karpati Annie,
Mandelbaum Asher
Publication year - 1971
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.1210051113
Subject(s) - fragmentation (computing) , stereospecificity , mass spectrum , chemistry , mass spectrometry , hydrogen , ion , spectral line , cleavage (geology) , medicinal chemistry , stereochemistry , organic chemistry , chromatography , physics , catalysis , materials science , astronomy , computer science , operating system , fracture (geology) , composite material
Elimination of CO gives rise to prominent peaks in the mass spectra of cis ‐1,2,3,6‐tetrahydrophthalic anhydride (Ia) and its 4,5‐dimethyl analogue which are almost absent in the corresponding trans ‐isomers. The striking difference in the fragmentation of the isomers shows that practically no rearrangement in the molecular ion occurs prior to this fragmentation. In this case a high degree of stereospecificity is observed, although hydrogen migration is apparently not involved in the process.