Question

Consider the Hofmann ammonolysis reaction:

If $R={Me}_{3}C-$ ($t-butyl$), the correct order of basic character of the above amines in aqueous medium is :

• A. $N{H}_3>1>2>3$
• B. $3>2>1>N{H}_3$
• C. $1>2>N{H}_3>3$
• D. $1>N{H}_3>2>3$

Answer 1

The correct option is A $N{H}_3>1>2>3$

If $R={Me}_{3}C-$ (t-butyl), the correct order of basic character of the above amines in aqueous medium is $N{H}_3>1>2>3$
The factors that determine basicity are the +I effect of alkyl groups and the solvation /hydration in aqueous medium.