Question

Aniline is insoluble in water because:

Answer 1

Aniline is an organic compound having the molecular formula ${{C}_{6}}{{H}_{5}}N{{H}_{2}}$ it consists of a phenyl group attached with an amino group and aniline is also known as the simplest aromatic compound with various industrial uses.

Complete answer:
Anile has the odor of rotten fish and it ignites easily, burns with a smoky flame which defines its characteristics of aromatic compounds. Chemically aniline is considered as electron rich benzene derivative which fastly reacts in electrophilic aromatic substitution reactions. Aniline is kept in the category of aromatic compounds in which the phenyl group is attached with the amino group. Aniline is mainly used in the manufacturing of dyes and other industrial chemicals.
Aniline is insoluble in water due to some reasons. The first main reason is it does not undergo hydrogen bonding due to the presence of benzene and we know that benzene is hydrophobic in nature i.e. water hating substance. Another reason is benzene rings present in aniline break more hydrogen bonds between water molecules than these bonds are reformed between water and the amino group represented by $N{{H}_{2}}$. Third reason is water molecules also disrupt fairly strong van der Waals attractions between the aniline molecules.
Hence due to these effects solvation of aniline in water is not possible so we can say that aniline is insoluble in water.

Note:
There are many applications of aniline, the largest one is preparation of methylenedianiline and related compounds by condensation with formaldehyde. Other uses include rubber processing chemicals like herbicides, dyes and pigments.