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Q.Ethyl amine is soluble in water but Aniline does not.

Haryana BsehBSEH Intermediate Board 2023Subjective· 1mImportance★★★★★
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Solubility of amines in water depends on their ability to hydrogen-bond with water molecules through the N–H and lone pair; a small alkyl group favours this, a large aromatic ring hinders it.

Ethylamine (C2H5NH2\text{C}_2\text{H}_5\text{NH}_2) has a small, polar ethyl group that does not obstruct hydrogen bonding between its −NH2-\text{NH}_2 group and water molecules, so it is completely miscible with water in all proportions (lower amines are always water-soluble). Aniline (C6H5NH2\text{C}_6\text{H}_5\text{NH}_2) has a large, bulky, hydrophobic benzene ring attached to nitrogen. This bulky non-polar ring (i) sterically hinders the amino group from approaching water molecules to form hydrogen bonds and (ii) the lone pair on N is partly delocalised into the ring by resonance, making …

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