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Determination of pKaofN-alkyl-N,N-dimethylamine-N-oxides using1H NMR and13C NMR spectroscopy

✍ Scribed by Búcsi, Alexander; Karlovská, Janka; Chovan, Michal; Devínsky, Ferdinand; Uhríková, Daniela

Book ID
121548818
Publisher
Versita
Year
2014
Tongue
English
Weight
187 KB
Volume
68
Category
Article
ISSN
0366-6352

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✦ Synopsis

Abstract

The pK a values of N-alkyl-N,N-dimethylamine-N-oxides were determined from the pH dependences of chemical shifts in 1H NMR and 13C NMR spectra. The dependences were measured at concentrations below and above the critical micelle concentration of the amine oxides. Above the critical micelle concentration, the plots of the peak positions vs. pH were either sigmoid (the groups close to the nitrogen) or “peak type” (farther groups). The sigmoidal behaviour was a direct result of the acid-base reaction; on the other hand, the “peak type” behaviour was probably an indirect consequence of the pH variation, mediated with the change in micelle size.

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