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Electron Impact Induced Fragmentation of Dibenzo Crown Ethers
Author(s) -
Pihlaja Kalevi,
Lehmann Silke,
Schroth Werner,
Gäbler Michael,
Kleinpeter Erich
Publication year - 1996
Publication title -
rapid communications in mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.528
H-Index - 136
eISSN - 1097-0231
pISSN - 0951-4198
DOI - 10.1002/(sici)1097-0231(19960315)10:4<439::aid-rcm466>3.0.co;2-3
Subject(s) - chemistry , fragmentation (computing) , electron ionization , catechol , moiety , ion , mass spectrum , crown ether , polyatomic ion , mass spectrometry , ether , kinetic energy , stereochemistry , medicinal chemistry , computational chemistry , organic chemistry , chromatography , ionization , physics , computer science , operating system , quantum mechanics
Six structurally related crown ethers have been studied by electron impact (EI) mass spectrometry. From accurate mass measurements, metastabel ion and mass‐analyzed ion kinetic energy (MIKE) spectra, plausible fragmentation pathways were deduced. All compounds showed very abundant molecular ions and some amount of the doubly charged molecular ions. The primary fragmentations always involved the catechol moiety and consequent loss of oxirane although the fragment(ation)s also showed a clear dependence on the functionalities X in one of the crown ether segments, —OCH 2 XCH 2 O— (compound/X: 1/—CH 2 —, 2/—C=C—, 3/ trans —CH=CH—, 4/ cis —CH=CH—, 5/—HC—CH—, and 6/—CH 2 CH 2 —).