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The Gas‐Phase Ion/Molecule Reactions of C 3 H 5 X (X = C1, Br, I)
Author(s) -
Gäumann Tino,
Zhu Zhiqing,
Kida Marcia C.,
Riveros José M.
Publication year - 1990
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19900730819
Subject(s) - chemistry , ion , molecule , yield (engineering) , polyatomic ion , mass spectrometry , analytical chemistry (journal) , organic chemistry , materials science , chromatography , metallurgy
The ion/molecule reactions of the molecular ion, the C 3 H 5 +ion, and the C 3 H 3 +ion obtained from 3‐chloropropene. 1‐bromopropene, 2‐bromopropene, 3‐bromopropene, bromocyclopropane. and 3‐iodopropene have been studied with their neutral precursor in a Fourier ‐transform mass spectrometer (FT/ICR). The molecular ions react to yield primarily C 6 H 9 +except for the ion derived from 1‐bromopropene that is unreactive. The kinetics of the 3‐bromopropene molecular ion reveals that 18% of these ions must possess a different structure which is unreactive. The fact that C 3 H 5 +ions obtained from 2‐bromopropene are the only ones to undergo proton transfer is taken as evidence that only this parent compound gives rise to 2‐propenyl cations by low‐energy electron impact. The C 3 H 3 +ions generated in these systems are shown to be roughly an equal mixture of propargylium ions that react to yield C 6 H 7 +and unreactive cyclopropenium ions.