Abstract

The feasibility of applying mechanistic concepts about the “McLafferty reaction” in radical cations to even-electron systems is investigated. Aliphatic ketones, aliphatic and aromatic diesters and aromatic diketones are used as potentially promising model compounds. High resolution measurements, specific deuterium labelling, isotope effects and metastabls ion information are used as means of scrutiny. Surprising similarities of the electron impact mass spectra of meta- and para-disubstituted aromatic compounds were found. Difficulties involved in applying experimental metastable ion information to the solution of such problems are discussed.

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