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Compounds Containing Nitrogen question

2008 · Shift 2 · Q21
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Compounds Containing Nitrogen question

2008 · Shift 2 · Q21

JEE AdvancedChemistryCompounds Containing NitrogenMCQ+4 / −1

Match the compounds in Column I with their characteristic test(s)/reaction(s) given in Column II. Indicate your answer by darkening the appropriate bubbles of the 4 ×\times× 4 matrix given in the ORS.

Column I Column II
(A) IIT-JEE 2008 Paper 2 Offline Chemistry - Compounds Containing Nitrogen Question 11 English 1 (P) sodium fusion extract of the compound gives Prussian blue colour with FeSO4FeSO_4FeSO4​.
(B) IIT-JEE 2008 Paper 2 Offline Chemistry - Compounds Containing Nitrogen Question 11 English 2 (Q) gives positive FeCl3FeCl_3FeCl3​ test.
(C) IIT-JEE 2008 Paper 2 Offline Chemistry - Compounds Containing Nitrogen Question 11 English 3 (R) gives white precipitate with AgNO3AgNO_3AgNO3​.
(D) IIT-JEE 2008 Paper 2 Offline Chemistry - Compounds Containing Nitrogen Question 11 English 4 (S) reacts with aldehydes to form the corresponding hydrazone derivative.

  1. A
    A →\to→(r, s); B →\to→(p); C →\to→(p, q); D →\to→ (s)
  2. B
    A →\to→(r, s); B →\to→(p, q); C →\to→(p, q, r); D →\to→ (p, s)
  3. C
    A →\to→(r); B →\to→(p, q); C →\to→(p, r); D →\to→ (p, s)
  4. D
    A →\to→(r); B →\to→(p); C →\to→(p, q, r); D →\to→ (s)
View written solutionFree

Correct answer: B

This problem requires matching chemical compounds from Column I with their characteristic tests or reactions from Column II. The specific compounds for (A), (B), (C), and (D) are often misrepresented in various online sources, leading to confusion. To solve this logically, we will analyze the tests in Column II and then deduce the properties of the compounds in Column I that correspond to the matching given in the correct option (B).

Step 1: Analyze the tests in Column II

  • (P) Sodium fusion extract gives Prussian blue colour with FeSO₄: This is the Lassaigne's test for nitrogen. For a positive test, the compound must contain both carbon (C) and nitrogen (N).
  • (Q) Gives positive FeCl₃ test: This is the characteristic test for phenols. The compound must possess a hydroxyl (-OH) group directly attached to an aromatic ring.
  • (R) Gives white precipitate with AgNO₃: This test indicates the presence of halide ions (like Cl⁻) in solution. This is typically positive for ionic chlorides (e.g., hydrochloride salts) which dissociate in water.
  • (S) Reacts with aldehydes to form the corresponding hydrazone derivative: This reaction is characteristic of compounds containing a hydrazine moiety, specifically a free −NHNH2-NHNH_2−NHNH2​ or related group.

Step 2: Evaluate the matching in each option by analyzing the compounds.

Let's assume the correct matching is given by option (B) and verify it by finding plausible structures for A, B, C, and D.

Option (B) states: A →\to→(r, s); B →\to→(p, q); C →\to→(p, q, r); D →\to→ (p, s)

  • Compound (A) matches (r, s):

    • (r) implies it contains an ionic chloride.
    • (s) implies it is a hydrazine derivative.
    • The compound Hydrazinium chloride (H2N−NH3+Cl−H_2N-NH_3^+Cl^-H2​N−NH3+​Cl−) fits this perfectly. It's an ionic salt containing the chloride ion (Cl−Cl^-Cl−) and is a salt of hydrazine (H2N−NH2H_2N-NH_2H2​N−NH2​), which reacts with aldehydes. It does not contain carbon, so it won't give test (p). It is not a phenol, so it won't give test (q). Thus, A →\to→ (r, s) is a correct match for hydrazinium chloride.
  • Compound (B) matches (p, q):

    • (p) implies it contains both carbon and nitrogen.
    • (q) implies it is a phenol.
    • A simple compound like p-aminophenol (HO−C6H4−NH2HO-C_6H_4-NH_2HO−C6​H4​−NH2​) fits this description. It contains C and N (positive test p), and a phenolic -OH group (positive test q). It does not contain ionic chloride (negative test r) and is not a hydrazine (negative test s). Thus, B →\to→ (p, q) is a plausible match.
  • Compound (C) matches (p, q, r):

    • (p) implies it contains C and N.
    • (q) implies it is a phenol.
    • (r) implies it contains an ionic chloride.
    • p-Aminophenol hydrochloride (HO−C6H4−NH3+Cl−HO-C_6H_4-NH_3^+Cl^-HO−C6​H4​−NH3+​Cl−) fits all three criteria. It has C and N (test p), a phenolic group (test q), and is a hydrochloride salt with ionic Cl−Cl^-Cl− (test r). It is not a hydrazine (negative test s). Thus, C →\to→ (p, q, r) is a plausible match.
  • Compound (D) matches (p, s):

    • (p) implies it contains C and N.
    • (s) implies it is a hydrazine derivative.
    • A classic example is 2,4-dinitrophenylhydrazine (DNPH). It contains C and N (test p) and is a well-known reagent that reacts with aldehydes and ketones to form hydrazones (test s). It is not a phenol (negative test q) and does not contain chlorine (negative test r). Thus, D →\to→ (p, s) is a plausible match.

Step 3: Conclusion

The provided options and correct answer are only consistent if we assume the compounds in Column I are similar to the ones deduced above. With this logical set of compounds, the matching is as follows:

  • (A) Hydrazinium chloride →\to→ (r, s)
  • (B) p-Aminophenol →\to→ (p, q)
  • (C) p-Aminophenol hydrochloride →\to→ (p, q, r)
  • (D) 2,4-dinitrophenylhydrazine →\to→ (p, s)

This corresponds exactly to option (B).

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