Aniline is insoluble in water because:

Aniline is insoluble in water because of the large hydrocarbon part that retards the formation of an H-bond. So it is insoluble in water.

Explanation

Anilines are the organic compounds in the class of group coming in organic chemistry which are also called aminobenzene or phenylamine.

Aniline is insoluble in water

• Aniline does not undergo hydrogen bonding due to the presence of benzene which is hydrophobic.
• The benzene rings in aniline break more hydrogen bonds between water molecules than are reformed between water and the -NH₂ groups.
• The water molecules also disrupt fairly strong van der Waals attractions between the aniline molecules.
• Due to these effects dissolving aniline in water isn’t possible, and so aniline is insoluble in water.