Question:

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

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Only a basic compound is protonated by HCl and becomes a water-soluble salt.
Updated On: Nov 11, 2026
  • (I)
  • (II)
  • (III)
  • (IV)
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The Correct Option is B

Solution and Explanation

The four compounds are: (I) cyclohexyl methyl sulphide, (II) N-methylcyclohexylamine (a secondary amine), (III) cyclohexyl methyl ether, (IV) cyclohexyl methyl ketone.
Only the amine (II) is basic enough to be protonated by 1M HCl: \(\mathrm{R_2NH + HCl \rightarrow R_2NH_2^+Cl^-}\). The ammonium salt is ionic and dissolves in the aqueous layer. The sulphide, ether and ketone stay in the organic layer.
Answer: (2) (II)
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