Abstract
Gas-phase reactions of CH5+, C2H5+, and C3H5+ ions with monohalogenated benzenes (PhX=F, Cl, Br, and I) were studied using an ion-trap type of GC/MS at a low chemical-ionization gas pressure of CH4. The major product channel involves dissociative and non-dissociative proton transfer leading to [M+H-HX+CH4]+=[PhCH3+H]+ for PhF, [M+H]+ for PhCl and PhBr, and [M+H-X]+=PhH+ for PhI. Adduct ions and their decomposition products are also found in reactions of C2H5+ and C3H5+. The reaction mechanism is discussed based on the reaction-time dependence of product-ion distributions and semi-empirical calculations of the heat of reaction for each process.
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