Ion-molecule reactions between the α-phenylvinyl cation and isomeric naturally occurring phenols were investigated using a quadruple ion trap mass spectrometer. The α-phenylvinyl cation m/z 103, generated by chemical ionization from phenylacetylene, reacts with neutral aromatic compounds to form the characteristic species: [M + 103]+ adduct ions and the trans-vinylating product ions [M + 25]+, which correspond to [M + 103]+ adduct after the loss of benzene. Isomeric differentiation of several ring-substituted phenols was achieved by using collision-induced dissociation of the [M + 103]+ adduct ions. This method also showed to be effective in the differentiation of 4-ethylguaiacol from one of its structural isomers that displays identical EI and EI/MS/MS spectra. The effects of gas-phase alkylation with phenylvinyl cation on the dissociation behavior were examined using mass spectrometryn and labeled derivatives.

Evaluation of the alpha-phenylvinyl cation as a chemical ionization reagent for the differentiation of isomeric substituted phenols in an ITMS

BEGALA, MICHELA
Primo
2015-01-01

Abstract

Ion-molecule reactions between the α-phenylvinyl cation and isomeric naturally occurring phenols were investigated using a quadruple ion trap mass spectrometer. The α-phenylvinyl cation m/z 103, generated by chemical ionization from phenylacetylene, reacts with neutral aromatic compounds to form the characteristic species: [M + 103]+ adduct ions and the trans-vinylating product ions [M + 25]+, which correspond to [M + 103]+ adduct after the loss of benzene. Isomeric differentiation of several ring-substituted phenols was achieved by using collision-induced dissociation of the [M + 103]+ adduct ions. This method also showed to be effective in the differentiation of 4-ethylguaiacol from one of its structural isomers that displays identical EI and EI/MS/MS spectra. The effects of gas-phase alkylation with phenylvinyl cation on the dissociation behavior were examined using mass spectrometryn and labeled derivatives.
2015
α-phenylvinyl cation; Chemical ionization; ITMS; Substituted phenols; 4-ethylguaiacol; Isomeric differentiation
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11584/58462
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