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JEE Advanced 2025 · Paper 1, Chemistry question 16

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

List-I

  • P
    Methyl ester of the dipeptide 4-hydroxyphenylglycyl-glycine: HO-C6H4-CH(NH2)-C(=O)-NH-CH2-C(=O)OMe (para-hydroxyphenyl, free α-NH2).
  • Q
    N-Acetyl-phenylglycyl-valine methyl ester: CH3C(=O)-NH-CH(C6H5)-C(=O)-NH-CH(CH(CH3)2)-C(=O)OMe (no free NH2 or phenolic OH).
  • R
    Anilinium chloride, C6H5-NH3⁺ Cl⁻.
  • S
    (2,4,6-Trimethylphenyl)hydrazine: a benzene ring with NHNH2 and methyl groups at both ortho positions and the para position.

List-II

  • 1
    Reaction with phenyl diazonium salt gives yellow dye.
  • 2
    Reaction with ninhydrin gives purple color and it also reacts with FeClX3\ce{FeCl3} to give violet color.
  • 3
    Reaction with glucose will give corresponding hydrazone.
  • 4
    Lassiagne extract of the compound treated with dilute HCl followed by addition of aqueous FeClX3\ce{FeCl3} gives blood red color.
  • 5
    After complete hydrolysis, it will give ninhydrin test and it DOES NOT give positive phthalein dye test.
Choose one option
Answer and worked solution

Official answer: B

  • (P) This dipeptide ester has a free α-NHX2\ce{NH2}, so ninhydrin gives purple. Its phenolic OH gives violet with FeClX3\ce{FeCl3} → (2).
  • (Q) It is N-acetylated, so there is no free amino group. After complete hydrolysis it releases amino acids, which give the ninhydrin test. It has no phenol, so it gives no phthalein dye test → (5).
  • (R) Anilinium chloride contains aniline, which couples with a benzenediazonium salt to give a yellow azo dye → (1).
  • (S) An arylhydrazine condenses with glucose to give a hydrazone → (3).

The match is P→2, Q→5, R→1, S→3, which is option (B).

Topics:Amino acids and proteinsDetection of functional groupsDiazonium salts
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