Chapter 17.10, Problem 30P

Interpretation Introduction

Interpretation:

The $\text{pH}$ value required to carry out the imine formation if the $\text{pKa}$ value of protonated amine is $9.0$ has to be predicted.

Concept introduction:

Aldehydes and ketones on reaction with amine gives imine, also called as schiff’s base when the nitrogen atom is attached to the alkyl group instead of hydrogen atom.

The carbonyl group $\left(\text{C}=\text{O}\right)$ of the ketone or aldehyde group is converted into $\left(\text{C}=\text{N}\right)$ during imine formation.

The general reaction of imine fomrtaion is given as,

The imine formation is $\text{pH}$ dependent thus the $\text{pH}$ of the reaction must be carefully controlled.