Concept:In aqueous solution, the basic strength of substituted amines depends on the combined effect of the
+I effect, solvation (hydrogen bonding with water), and steric hindrance.
Explanation:Ethyl groups are electron-releasing, so they increase electron density on nitrogen and raise basicity.
However, this increase is limited by solvation and steric crowding.
The secondary amine
(2∘) gives the best balance, so it is the strongest base.
The tertiary amine
(3∘) suffers steric hindrance and poor solvation, so it is weaker than the secondary amine.
The primary amine
(1∘) has less
+I effect than the secondary amine, so it is weaker still.
Unsubstituted
NH3 has no alkyl group and is therefore the weakest base.
Hence the order is:
(C2H5)2NH>(C2H5)3N>C2H5NH2>NH3.
Answer:The correct order is
(C2H5)2NH>(C2H5)3N>C2H5NH2>NH3.