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Practical Organic Chemistry question

2025 · Shift 1 · Q16
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Practical Organic Chemistry question

2025 · Shift 1 · Q16

JEE AdvancedChemistryPractical Organic ChemistryMCQ+4 / −1

Match the compounds in List-I with the appropriate observations in List-II and choose the correct option.

List–I List–II
(P) JEE Advanced 2025 Paper 1 Online Chemistry - Practical Organic Chemistry Question 1 English 1 (1) Reaction with phenyl diazonium salt gives yellow dye.
(Q) JEE Advanced 2025 Paper 1 Online Chemistry - Practical Organic Chemistry Question 1 English 2 (2) Reaction with ninhydrin gives purple color and it also reacts with FeCl3 to give violet color.
(R) JEE Advanced 2025 Paper 1 Online Chemistry - Practical Organic Chemistry Question 1 English 3 (3) Reaction with glucose will give corresponding hydrazone.
(S) JEE Advanced 2025 Paper 1 Online Chemistry - Practical Organic Chemistry Question 1 English 4 (4) Lassiagne extract of the compound treated with dilute HCl followed by addition of aqueous FeCl3\mathrm{FeCl}_3FeCl3​ gives blood red color.
(5) After complete hydrolysis, it will give ninhydrin test and it DOES NOT give positive phthalein dye test.
  1. A
    P → 1; Q → 5; R → 4; S → 2
  2. B
    P → 2; Q → 5; R → 1; S → 3
  3. C
    P → 5; Q → 2; R → 1; S → 4
  4. D
    P → 2; Q → 1; R → 5; S → 3
View written solutionFree

Correct answer: B

This is a matching question where we need to pair organic compounds from List-I with their characteristic chemical tests or properties described in List-II. Let's analyze each compound and test step-by-step.

Step 1: Analyze Compound (P) - Tyrosine

  • Structure and Functional Groups: Tyrosine is an α-amino acid. It contains a primary amino group (−NH2-NH_2−NH2​), a carboxylic acid group (−COOH-COOH−COOH), and a phenolic hydroxyl group (−OH-OH−OH attached to a benzene ring).
  • Characteristic Tests:
    • Ninhydrin Test: As an α-amino acid, it will give a positive ninhydrin test, producing a purple color (Ruhemann's purple).
    • Ferric Chloride (FeCl₃) Test: Due to the presence of the phenolic group, it will give a positive FeCl₃ test, typically forming a violet-colored complex.
  • Matching with List-II: Observation (2) states: "Reaction with ninhydrin gives purple color and it also reacts with FeCl₃ to give violet color." This perfectly describes the properties of Tyrosine.
  • Conclusion: P → 2

Step 2: Analyze Compound (R) - Aniline

  • Structure and Functional Groups: Aniline (C6H5NH2C_6H_5NH_2C6​H5​NH2​) is a primary aromatic amine.
  • Characteristic Tests:
    • Azo Dye Test: Primary aromatic amines react with diazonium salts in a coupling reaction to form azo dyes. Aniline reacts with phenyl diazonium salt in weakly acidic conditions to form p-aminoazobenzene, which is a yellow dye.
  • Matching with List-II: Observation (1) states: "Reaction with phenyl diazonium salt gives yellow dye." This is a characteristic reaction for aniline.
  • Conclusion: R → 1

Step 3: Analyze Compound (S) - 2,4-Dinitrophenylhydrazine (2,4-DNP)

  • Structure and Use: 2,4-DNP, also known as Brady's reagent, is a reagent used to test for the presence of carbonyl functional groups (aldehydes and ketones).
  • Characteristic Tests:
    • It reacts with aldehydes and ketones to form 2,4-dinitrophenylhydrazones, which are typically yellow, orange, or red colored precipitates.
    • Glucose is an aldohexose, meaning it contains an aldehyde group in its open-chain form.
  • Matching with List-II: Observation (3) states: "Reaction with glucose will give corresponding hydrazone." 2,4-DNP will react with the aldehyde group of glucose to form a hydrazone.
  • Conclusion: S → 3

Step 4: Analyze Compound (Q) - Glycyltyrosine

  • Structure and Functional Groups: Glycyltyrosine is a dipeptide, formed from the amino acids Glycine and Tyrosine linked by a peptide bond.
  • Characteristic Tests:
    • Hydrolysis: On complete hydrolysis (e.g., by boiling with acid or base), the peptide bond breaks, yielding the constituent amino acids: Glycine and Tyrosine.
    • Ninhydrin Test on Hydrolysate: Both Glycine and Tyrosine are α-amino acids, so the hydrolysate will give a positive ninhydrin test.
    • Phthalein Dye Test: This test is for phenols. The reaction involves electrophilic substitution on the phenol ring by protonated phthalic anhydride, typically at the para position. In the tyrosine residue of compound Q (and in Tyrosine itself), the para position to the -OH group is blocked by the rest of the molecule (the −CH2−-CH_2-−CH2​− group). This prevents the standard condensation reaction, so it would not give a positive phthalein dye test.
  • Matching with List-II: Observation (5) states: "After complete hydrolysis, it will give ninhydrin test and it DOES NOT give positive phthalein dye test." This matches our analysis of Glycyltyrosine.
  • Conclusion: Q → 5

Step 5: Consolidate the Matches and Choose the Correct Option

  • P → 2
  • Q → 5
  • R → 1
  • S → 3

Now, let's compare this with the given options: A: P → 1; Q → 5; R → 4; S → 2 (Incorrect) B: P → 2; Q → 5; R → 1; S → 3 (Correct) C: P → 5; Q → 2; R → 1; S → 4 (Incorrect) D: P → 2; Q → 1; R → 5; S → 3 (Incorrect)

The correct set of matches corresponds to option B.

Note: Observation (4) describes the test for compounds containing both Nitrogen and Sulfur. None of the compounds in List-I contain sulfur, so this observation is an extra, unused option.

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