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Elimination and rearrangement reactions in the electron impact ionization mass spectrometry of 2,4,5,5‐tetrasubstituted 1,2,4‐triazolidine‐3‐thiones
Author(s) -
Pihlaja Kalevi,
Mäki Esa,
Schulze Klaus,
Richter Christian
Publication year - 1991
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.1210261007
Subject(s) - electron ionization , chemistry , fragmentation (computing) , mass spectrum , mass spectrometry , ion , medicinal chemistry , rearrangement reaction , polyatomic ion , alkyl , ionization , computational chemistry , organic chemistry , catalysis , chromatography , computer science , operating system
The electron impact mass spectra of 2,4,5,5‐tetrasubstituted l,2,4‐triazolidine‐3‐thiones exhibited, in addition to four main routes of fragmentation, a reaction leading to the formation of 5‐alkyl‐l,2,4‐triazoline‐3‐thiones via an elimination of HR 4 (R 3 ≤ R 4 are the substituents at C(5)) or via a McLafferty‐type reaction from the rearranged molecular ion in the case of the 5,5‐spiro derivatives. Substitution at N(2), N(4) and/or C(5) had a decisive effect on the contribution of the alternative reaction routes. Some fragments via the triazoline‐thione structure were also formed.