Amines

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Arrange the following compounds in increasing order of solubility in water:

C6H5NH2, (C2H5)2NH, C2H5NH2

The increasing order of solubility in water of the given compounds is as follows:

 C6H5NH2 < (C2H5)2NH < C2H5NH2

The more extensive the hydrogen bonding, the higher is the solubility of the compound in water. C2H5NH2 contains two H-atoms, whereas (C2H5)2NH contains only one H-atom. Therefore, C2H5NH2 is more soluble than (C2H5)2NH. The solubility of C6H5NH2 is least due to its high molecular mass.

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