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Question 58

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

Extraction with 1 M HCl separates compounds based on their basicity. Basic compounds react with HCl to form water-soluble ammonium salts, which partition into the aqueous layer.

Among the given compounds, only compound (II) contains a basic amine group. It reacts with HCl to form the corresponding ammonium salt:

$$R_2NH\ +\ HCL\ \longrightarrow\ R_2N^+Cl^-$$

This salt is soluble in water and therefore transfers to the aqueous layer.

The other compounds (thioether, ether, and ketone) are non-basic and remain in the organic layer.

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