Issue 0, 1969

Studies of nuclear magnetic resonance chemical shifts caused by protonation. Part I. Substituted acetamides and some N-methyl- and NN-dimethyl-derivatives

Abstract

Chemical shifts caused by protonation of ten substituted acetamides and seven of their N-methyl- and NN-dimethyl-derivatives have been studied in sulphuric acid solutions at 33·5° and 60 MHz, relative to t-butylammonium ion as internal reference. The protons of the aliphatic radicals and of the N-methyl groups all undergo downfield chemical shifts with increasing acidity. These shifts follow a sigmoid dependence on the acidity function HA, from which apparent pKBH+ values for amides have been obtained. These are linearly related to the pKa values of the corresponding carboxylic acids.

Article information

Article type
Paper

J. Chem. Soc. B, 1969, 385-389

Studies of nuclear magnetic resonance chemical shifts caused by protonation. Part I. Substituted acetamides and some N-methyl- and NN-dimethyl-derivatives

M. Liler, J. Chem. Soc. B, 1969, 385 DOI: 10.1039/J29690000385

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