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Dissociation of positively charged aliphatic epoxides. II. [C 5 H 10 O] + ˙ epoxides and α,β unsaturated ethers
Author(s) -
Bouchoux Guy,
Djazi Feyçal,
Hoppilliard Yannik,
Jaudon Pascale,
Nouts Nathalie
Publication year - 1988
Publication title -
organic mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 0030-493X
DOI - 10.1002/oms.1210230107
Subject(s) - chemistry , ion , dissociation (chemistry) , cleavage (geology) , epoxide , medicinal chemistry , bond cleavage , carbenium ion , stereochemistry , photochemistry , polymer chemistry , computational chemistry , organic chemistry , catalysis , materials science , fracture (geology) , composite material
The unimolecular dissociations of C 5 epoxides ions mono‐ or disubstituted at C 1 give exclusive loss of CH 3 and exclusive formation of methoxy vinyl 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 [C 3 H 6 O] + ˙ and [C 4 H 7 O] + ˙ ions, the structure of which are demonstrated. The first step of the different mechanisms is the cleavage of the heterocyclic CC bond.