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Intramolecular amide‐amide interaction in the mass spectra of some geometric isomers
Author(s) -
Holmes J. L.
Publication year - 1973
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.1210070312
Subject(s) - amide , chemistry , intramolecular force , fumaric acid , mass spectrum , maleic acid , spectral line , molecular mass , ion , stereochemistry , medicinal chemistry , polymer chemistry , organic chemistry , polymer , physics , astronomy , copolymer , enzyme
The mass spectra of maleic, fumaric, citraconic, mesaconic and itaconic diamides have been studied. In the molecular ions of the cis isomers, amide‐amide interaction does take place, analogous to but less pronounced than, the carboxyl‐carboxyl interaction of the corresponding acids. In spite of the weaker interaction a prominent loss of CONH from the molecular ion of a diamide would be strong evidence in support of a cis or similarly rigid geometrical arrangement of the amide groups. The mass spectra of maleic and fumaric nitriles are also reported.