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Photodimers of cinnamic acid and related compounds. A stereochemical study by electron‐impact and field desorption mass spectrometry
Author(s) -
Caccamese S.,
Montaudo G.,
Przybylski M.
Publication year - 1974
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.1210091107
Subject(s) - cyclobutane , chemistry , fragmentation (computing) , cinnamic acid , ring (chemistry) , substituent , mass spectrometry , electron ionization , photochemistry , stereochemistry , computational chemistry , organic chemistry , chromatography , ion , computer science , ionization , operating system
The low energy (13 eV) electron‐impact and field desorption mass spectra of some photodimers of cinnamic acid and related compounds containing the cyclobutane ring are reported and the fragmentation patterns analysed in order to obtain stereochemical information on the substituent position on the cyclobutane ring. Both symmetrical and asymmetrical splittings of the cyclobutane ring were detected, allowing characterisation of the head‐to‐head and head‐to‐tail structures of the title compounds. A ring opening rearrangement of the McLafferty type was also found.