Ethyl cation scrambling

Many mechanistic implications have been discussed, but we will concentrate here only on the most important structures in the context of dihydrogen-cation complexes. Deuterium-labeled methane and methyl cations were employed to examine the scrambling and dissociation mechanisms. The protonated ethane decomposition yields the ethyl cation and dihydrogen. Under the assumption that the extra proton is associated with one carbon only, a kinetic model was devised to explain the experimental findings, such as H/D scrambling. ... 

Konig et al. [274] investigated the long-term stability of two selected ILs over several months under process-hke conditions with a subsequent IC-MS analysis to identify the resulting decomposition products. As an example, samples of the imidazohum-based ILs l-ethyl-3-methylimidazolium chloride (EMIM Cl) and 1-ethyl-3-methyhmidazohum acetate (EMIM Ac) were thermally and catalytically stressed. The most obvious decomposition of a dialk)dimidazolium cation is the reverse reaction of the quaternization reaction. The typical products are imidazole derivatives and alkylated anions (reaction (1) in Figure 8.120). Further considerable decomposition products are cations with scrambled alkyl chains. These cations can be formed either due to a realkylation of a previously dealkylated... 

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