Chapter 2.11, Problem 2.16P

Interpretation Introduction

Interpretation: The order of decreasing basicity of the given nitrogen compounds is to be stated. The structures of their conjugate acids are to be drawn. Their $\text{p}{K}_{\text{a}}$ values are to be estimated and the order of increasing acidity of their conjugate acids is to be predicted.

Concept introduction: When an acid donates a proton, the species formed is known as conjugate base and when the base accepts a proton, the species formed is known as conjugate acid.

The strength of an acid is decided by the stability of its conjugate base. The stability depends on the delocalization of the charge through resonance.

To determine: The order of decreasing basicity of the given nitrogen compounds, the structures of their conjugate acids, their $\text{p}{K}_{\text{a}}$ values and the order of increasing acidity of their conjugate acids.