JEE Main On 8 April 2017 Question 16
Question: A mixture containing the following four compounds is extracted with 1 M HCl. The compound that goes to aqueous layer is: [JEE Online 08-04-2017]

Options:
A) IV
B) II
C) I
D) III
Show Answer
Answer:
Correct Answer: B
Solution:
(I) Thiol: Thiols are generally neutral and will not react with HCl to form an ionic species, so they tend to remain in the organic layer.
(II) Secondary Amine: Amines are basic and can react with acids like HCl to form water-soluble ammonium salts. This reaction makes them more likely to go into the aqueous layer.
(III) Alcohol: Alcohols are typically neutral in the presence of HCl and do not form ions that would increase solubility in the aqueous layer.
(IV) Ketone: Ketones are neutral compounds that do not react with HCl to form ionic species, so they remain in the organic layer.
Based on this analysis, the compound that goes to the aqueous layer when extracted with 1 M HCl is the secondary amine (II). Thus, the correct answer is B) II.