Abstract

AbstractChemical ionization mass spectra of exo‐ and endo‐2‐norbornanols and their phenylurethane derivatives have been obtained with several reactant ions. Small differences are noted in the abundances of norbornyl and [M+H]+ ions for the phenylurethane derivatives: more norbornyl ions with the exo compounds. Relative rate constants for decomposition of [M+H]+ ions, kexo/kendo ≅ 1‐2. No evidence was found for s̀‐participation in the decomposition of these ions. The i‐C4H10 chemical ionization spectrum of endo‐2‐norbornanol contains a much greater abundance of [M‐H]+ ions than the i‐C4H10 chemical ionization spectrum of exo‐2‐norbornanol. This difference presumably results from steric hindrance toward attack of the endo hydrogen.

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