Aniline dissolve in aqueous HCl. Why?...

Aniline dissolve in aqueous HCl. Why?

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Aniline dissolves in water due to H-bonding. In aniline, Aryl group is hydrophobic in nature. As the size of hydrophobic group increases, H-bonding and hence solubility in water decreases. Due to the large size of phenyl group `(Ar^-)` aniline is not much soluble in water. However on adding HCl. Aniline readily dissolves in water. It is due to salt formation which ionises and the ions so formed interact with polar water molecules and hence solubility increase.

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