The fragmentation behaviour of 3,4-disubstituted 1,2,4-oxadiazole-5(4H)-thiones under electron impact (EI) can be explained by postulating a predominant rearrangement to the corresponding 3,4-disubstituted 1,2,4-thiadiazole-5(4H)-ones before further fragmentation. This postulate is confirmed by a co
Elimination and rearrangement reactions in the electron impact ionization mass spectrometry of 2,4,5,5-tetrasubstituted 1,2,4-triazolidine-3-thiones
✍ Scribed by Kalevi Pihlaja; Esa Mäki; Klaus Schulze; Christian Richter
- Publisher
- John Wiley and Sons
- Year
- 1991
- Tongue
- English
- Weight
- 351 KB
- Volume
- 26
- Category
- Article
- ISSN
- 1076-5174
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✦ Synopsis
The electron impact mass spectra of 2,4,5,5-tetrasubstitted 1,2,4triazolidine-3thiones exhibited, in addition to four main routes of fragmentation, a reaction leading to the formation of ~alkyl-l,2,Qtriazoline-3-thiows via an elimination of HR4 (R' < R4 are the substituents at C(5)) or via a McLafferty-type reaction from the rearranged molecular ion in the case of the 5,Sspiro 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.
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The fragmentation behaviour of ten 3,4-disubstituted 1,2,4-oxadiazole-5(4H)-thiones and seven 3,4-disubstituted 1,2,4-thiadiazole-5(4H)-ones studied here confirmed the earlier observations about the partial rearrangement of the former after ionization into the latter before further fragmentation. In
The electron impact ionization mass spectra of 4,5-bis(alkylthio)-l,3dithiole-2-thiones and their 1,'tdithiole-3thione isomers were studied by accurate mass measurements and linked scans. The relative abundance of ions formed following the extrusion of S, , CS or CS, allows an unambiguous isomer dif