Question

Consider the Hofmann ammonolysis reaction:

If $R={Me}_{2}CH-$ (isopropyl), the correct order of basic character of the above amines in aqueous medium is :

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

Answer 1

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

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