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