What is the correct order of basic strength of the following in aqueous solution?
A
(C2H5)3N > (C2H5)2NH > C2H5NH2 > NH3
B
(C2H5)2NH > (C2H5)3N > C2H5NH2 > NH3
C
NH3 > C2H5NH2 > (C2H5)2NH > (C2H5)3N
D
C2H5NH2 > (C2H5)2NH > (C2H5)3N > NH3
Show the answer
The answer is B.
In water, basicity depends on the +I effect, solvation of the ammonium ion by hydrogen bonding and steric hindrance together. For ethyl-substituted amines these combine to give (C2H5)2NH > (C2H5)3N > C2H5NH2 > NH3.
A.
This is the gas-phase order based on +I effect alone; in water, solvation and steric factors put the secondary amine first.
C.
Alkyl groups increase electron density on nitrogen, so ammonia is the weakest base, not the strongest.
D.
Ethylamine is weaker than diethylamine and triethylamine in water because of fewer electron-releasing groups.
NCERT: Class 12 Chemistry, Chapter 9, 9.6
Practise Amines: nomenclature, structure and basic character
Practice at the level you choose, with the answer after every question; timed tests with the answers when you submit. Every question is verified against NCERT first.