Statement I:
CH3NH2 is more basic than
NH3 but
C6H5NH2 is less basic than
NH3.
Explanation:
Methylamine
(CH3NH2) :
The
−CH3 group is electron donating ( + I effect), which increases the electron density on nitrogen, making it more basic than ammonia.
Aniline (
C6H5NH2 ):
The lone pair on nitrogen gets delocalized into the benzene ring through resonance, reducing its availability to accept a proton.
So aniline is less basic than ammonia.
Hence, Statement I is correct.
Statement II:
The order of basic strength of amines in aqueous phase follows the order
(C2H5)3N>(C2H5)2NH>C2H5NH2.Let's check this:
In the aqueous phase, basic strength is influenced by two factors:
+ I effect (electron donating alkyl groups increase basicity)
Solvation effect (stabilization of the conjugate ammonium ion)
In aqueous solution, the solvation effect is strong for primary
> secondary
> tertiary amines, because primary amines can form more hydrogen bonds.
However, the +1 effect increases as we move from primary
⟶ secondary
⟶ tertiary.
The combined effect in aqueous phase gives the observed order:
Secondary amine
> Primary amine
> Tertiary amine
That is:
(C2H5)2NH>C2H5NH2>(C2H5)3NBut the statement says the order is:
(C2H5)3N>(C2H5)2NH>C2H5NH2 This is incorrect in aqueous medium.