Figure 2. Reactions of organic nitrogen compounds with water. Upper example (DMF) with very well resonance stabilized neutral compound; lower example (DBU) with very well stabilized corresponding acid

From

Case Comparisons on the Basicity of Organic Nitrogen Compounds to Develop the Concepts of 'inductive effect' and 'mesomeric effect' in the Teaching Laboratory

Johannes Ruprecht, Michael Schween

World Journal of Chemical Education. 2023, 11(3), 25-30 doi:10.12691/wjce-11-3-2