Mass spectrometric study of monoalkyl-substituted thiacyclanes

Abstract

Monosubstituted α- and β-alkylthiophans and α-, β-, and γ-alkylthiacyclohexanes were subjected to a comparative mass spectrometric study. The stability of the M⁺ ion increases on passing from α- to β-alkylthiophans and from α- to β- and γ-alkylthiacyclohexanes. In the case of α-alkylthiophans and α- and β-alkylthia-cyclohexanes the principal process is associated with ejection of the substituent as a whole, whereas a portion of the alkyl substituent, with retention of one CH₂ group in the composition of the charged fragment, is eliminated from the molecular ions of β-alkylthiophans and γ-alkylthiacyclohexanes.