Chapter 3, Problem 3.53AP

Interpretation Introduction

Interpretation:

An explanation as to why the $\text{p}{K}_{\text{a}}$ of more acidic proton in the ${\text{BH}}_{\text{2}}$ form of nicotine is much lower than the acidic proton in $\text{3-methylpyridine}$ conjugate acid is to be stated. Free energy diagram for the explanation is to be drawn.

Concept introduction:

The $\text{p}{K}_{\text{a}}$ of the acid represents the $\text{pH}$ at which the acid will be found in the protonated form or dissociated form. The acid is found in the dissociated form in the $\text{pH}$ range equal to $\text{p}{K}_{\text{a}}-1$ to $\text{p}{K}_{\text{a}}+1$.