Sponsor Area

Amines

Question
CBSEENCH12009041

Account for the following:
Ethylamine is soluble in water, whereas aniline is not.

Solution
In C2H5NH2, the C2H5 group has a + I effect and increases the electron density on N atom. This results in stronger intermolecular H-bonding. While in C6H5NH2 due to resonance, N acquires a +ve charge and electron density on N decreases. The tendency to form H-bonding diminishes. Hence, ethylamine is soluble while C6H5NH2 is insoluble.