Dissociation of Positively Charged Aliphatic Epoxides. II. +. Epoxides and α,β Unsaturated Ethers

Article abstract of DOI:10.1002/oms.1210230107

The unimolecular dissociations of C5 epoxides ions mono- or disubstituted at C1 give exclusive loss of CH3 and exclusive formation of methoxyvinyl carbenium ion, both in the source and in the 2nd field-free region.In the case of the 1,2-disubstituted ion in the 2nd field-free region the loss of ethene is the only pathway, while a competition occurs for the trisubstituted ion leading to ^+. and ^+. ions, the structure of which are demonstrated.The first step of the different mechanisms is the cleavage of the heterocyclic C-C bond.