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Question
Account for the following:
Ethylamine is soluble in water whereas aniline is not.
Solution 1
Ethylamine is soluble in water whereas aniline is not:
Ethylamine when added to water forms intermolecular H−bonds with water. Hence, it is soluble in water.
But aniline does not undergo H−bonding with water to a very large extent due to the presence of a large hydrophobic −C6H5 group. Hence, aniline is insoluble in water.
Solution 2
Ethylamine dissolves in water due to intermolecular H-bonding. However, in case of aniline, due to the large hydrophobic part, i.e., hydrocarbon part, the extent of H-bonding is very less therefore aniline is insoluble in water.
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