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A mixture containing the following four compounds is extracted with 1M HCl. The compound that goes to aqueous layer is

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A mixture containing the following four compounds is extracted with 1M HCl. The compound that goes to aqueous layer is

(a) (I)

(b) (II)

(c) (III)

(d) (IV)

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Correct answer: (b) (II)

Explanation:

When the given mixture is shaken with 1 M HCl, amine get protonated and becomes cation (RNH2), which does not dissolve in organic solvent but usually dissolve in H2O due to its charge. So, shaking with aqueous HCl will pull amines into the aqueous phase and leave all other compounds in organic layer.

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