Question:

Which of the following will react with \(\mathrm{CHCl_3}\) + alc. KOH ?

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\(\mathrm{CHCl_3}\) + alc. KOH is the carbylamine test, which only primary amines (free \(\mathrm{-NH_2}\)) give.
Updated On: Nov 5, 2026
  • Adenine and proline
  • Adenine and thymine
  • Adenine and lysine
  • Thymine and proline
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The Correct Option is C

Solution and Explanation

Step 1: \(\mathrm{CHCl_3}\) + alc. KOH with a primary amine gives a foul-smelling isocyanide (carbylamine reaction): \(\mathrm{RNH_2 + CHCl_3 + 3KOH \to RNC + 3KCl + 3H_2O}\). Secondary and tertiary amines and amides do not react.
Step 2: Adenine has a free primary amino group (6-aminopurine): reacts.
Step 3: Lysine has two primary amino groups (\(\alpha\) and \(\varepsilon\)): reacts.
Step 4: Thymine has no free \(\mathrm{-NH_2}\) (only amide-type N-H in the ring): does not react. Proline has a secondary amine (cyclic imino group): does not react.
Step 5: So the pair that reacts is adenine and lysine.
Answer: (3) Adenine and lysine
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