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Mass spectra of some perfluoroalkyl and perfluoroalkylether substituted 1,2,4‐oxadiazoles
Author(s) -
Paciorek Kazimiera J. L.,
Nakahara James H.,
Kratzer Reinhold H.,
Rosser Robert W.
Publication year - 1977
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.1210120205
Subject(s) - oxadiazole , chemistry , benzene , cleavage (geology) , fragmentation (computing) , molecule , mass spectrum , ring (chemistry) , nitrile , phenylene , medicinal chemistry , ion , polymer chemistry , organic chemistry , materials science , polymer , fracture (geology) , computer science , composite material , operating system
Electron impact fragmentation patterns were obtained for 1,4‐bis[(5‐perfluoro‐ n ‐heptyl)‐1,2,4‐oxadiazolyl]‐benzene, its perfluoroalkylether substituted analogue, 3,5‐bis(perfluoroalkyl)‐, 3,5‐bis(perfluoroalkylether)‐ and 3‐perfluoroalkylether‐5‐perfluoroalkyl‐1,2,4‐oxadiazoles. In the compounds containing the phenylene group the molecular ion constituted the base peak; the main process was the breakdown of the oxadiazole ring with concurrent liberation of the perfluoroalkyl or perfluoroalkylether nitrile molecule; cleavage of the fluorinated chain α to the oxadiazole ring was found to take place to a considerable degree. In the perfluorinated 1,2,4‐oxadiazoles cleavage β to the oxadiazole ring occurred preferentially; fragmentation of the ring itself took place to a limited degree only. The 3‐perfluoroalkylether‐5‐perfluoroalkyl‐1,2,4‐oxadiazole appeared to undergo the primary β‐cleavage exclusively at the perfluoroalkylether sidechain.