ISSN:
0030-493X
Keywords:
Chemistry
;
Analytical Chemistry and Spectroscopy
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The gas-phase bimolecular chemistry of C2H4X+ (X = F, Cl, Br) cations was studied using Fourier transform ion cyclotron resonance mass spectrometry (FT-ICR-MS). The results support earlier suggestions that at least two isomers of the halonium ions C2H4X+ (X = Cl, Br) exist, but no experimental evidence was found for the possibility of more than one stable isomer for C2H4F+. It is shown that the cyclic ethylenehalonium and α-haloethyl cations react differently with various substrates. The probe reactions used to characterize the two isomers were hydrogen-deuterium exchange with deuterium oxide and reactions with benzene, alkenes and vinyl ethers. It was found that the α-haloethyl cations react as proton donors and/or electrophiles, whereas the cyclic ethylene-chloronium and ethylenebromonium ions react as electrophile and/or as haloganyl cation donors in reactions with alkenes and vinyl ethers.
Additional Material:
3 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/oms.1210280316
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