Carbon and hydrogen scrambling in the ions C_(9+n)H_(9+2n)⁺. Rearrangements of cyclooctatetraene derivatives

Abstract

Carbon and hydrogen scrambling occurs either prior to, or during, the decompositions of the ions C₉H₉+, C_llH₁₃+, and C₁₂H₁₅+ in the first field-free region of the mass spectrometer. The ions may be produced from various substrates, and the decompositions of C_llH₁₃+ may be interpreted in terms of a decomposing ion in which some, but not all, of the C-H bonds have broken and reformed. The ions C₉H₉+ and C₁₀H₁₁+ may be produced by complex hydrogen rearrangement in the side-chain of particular bromo-and hydroxy-alkylcyclooctatetraene derivatives.