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Formation of Cyclic Ions in the Electron Impact Induced Fragmentation of 1, n-Bis-(Alkylthio)Alkanes

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Fragmentation of molecular ions of 1,n-bis(alkylthio)alkanes (R1-S-(CH2)n-S-R2) occurs mainly by α- or β-cleavage to a sulphur atom. The ratio of fragments derived by α- or β-cleavage depends on the number of methylene groups (n) between the two sulphur atoms and on the alkyl groups R1 and R2. Generally β-cleavage induced fragmentation dominates for 1,2-bis(alkylthio)ethanes (n=2) leading to formation of thiiranium ions. Fragmentations derived by α-cleavage are predominant for all compounds with n=3; base peaks corresponding to [M-(R)]+ or [M-(2R)+(H)]+. are found which gives evidence for formation of five membered cyclic ions. Such fragments are less intense in compounds with n=4 whereas in all other compounds β-cleavage predominates if R = methyl, ethyl, n-propyl.

Affiliations: 1: Hahn-Meitner Institut Berlin GmbH Bereich Strahlenchemie Glienicker Strasse 100, D-1000 Berlin 39, F.R.G.


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