Account for the following:

Ethylamine is soluble in water whereas aniline is not.


The structure of ethylamine is CH3CH2NH2


The structure of aniline is:



Ethylamine form H-bonds with water. It dissolves in water due to intermolecular H-bonding as shown below:



Thus, ethylamine is soluble in water.


However, in aniline, due to the larger hydrophobic part, i.e., hydrocarbon part (C6H5 group), which tends to retard the formation of H-bonds. The extent of H-bonding decreases and hence aniline is insoluble in water.


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