N-versus O-protonation. Evidence from nuclear magnetic resonance spectra of [15N]acetamide in fluorosulphuric acid

Journal of the Chemical Society D: Chemical Communications Pub Date: DOI: 10.1039/C29710000115

Abstract

As n.m.r. spectra of [15N]acetamide in fluorosulphuric acid at low temperature confirm that the cation exists in the O-protonated form in that medium, it is concluded that N-protonated cations formed in dilute acids are converted into O-protonated cations in anhydrous acids owing to a medium effect associated with cation hydration.

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