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Compounds Containing Nitrogen question

2022 · Shift 1 · Q18
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Compounds Containing Nitrogen question

2022 · Shift 1 · Q18

JEE AdvancedChemistryCompounds Containing NitrogenMCQ+3 / −1

Match the compounds in LIST-I with the observations in LIST-II, and choose the correct option.

List-I List-II
(I) Aniline
 (P) Sodium fusion extract of the compound on boiling with FeSO4\mathrm{FeSO}_{4}FeSO4​, followed by acidification with conc. H2SO4\mathrm{H}_{2} \mathrm{SO}_{4}H2​SO4​, gives Prussian blue color.
(II) ooo-Cresol (Q) Sodium fusion extract of the compound on treatment with sodium nitroprusside gives blood red color.
(III) Cysteine
 (R) Addition of the compound to a saturated solution of NaHCO3\mathrm{NaHCO}_{3}NaHCO3​ results in effervescence.
(IV) Caprolactam
 (S) The compound reacts with bromine water to give a white precipitate.
(T) Treating the compound with neutral FeCl3\mathrm{FeCl}_{3}FeCl3​ solution produces violet color.

  1. A
    I→P,Q\mathrm{I} \rightarrow \mathrm{P}, \mathrm{Q}I→P,Q; II →S;III→Q,R\rightarrow \mathrm{S} ; \mathrm{III} \rightarrow \mathrm{Q}, \mathrm{R}→S;III→Q,R; IV →P\rightarrow \mathrm{P}→P
  2. B
    I→P\mathrm{I} \rightarrow \mathrm{P}I→P; II →R\rightarrow \mathrm{R}→R, S\mathrm{S}S; III →R\rightarrow \mathrm{R}→R; IV→Q,S\mathrm{IV} \rightarrow \mathrm{Q}, \mathrm{S}IV→Q,S
  3. C
    I→Q,S\mathrm{I} \rightarrow \mathrm{Q}, \mathrm{S}I→Q,S; II →P,T\rightarrow \mathrm{P}, \mathrm{T}→P,T; III →P\rightarrow \mathrm{P}→P; IV →S\rightarrow \mathrm{S}→S
  4. D
    I→P\mathrm{I} \rightarrow \mathrm{P}I→P, S; II →T\rightarrow \mathrm{T}→T; III →Q,R\rightarrow \mathrm{Q}, \mathrm{R}→Q,R; IV→P\mathrm{IV} \rightarrow \mathrm{P}IV→P
View written solutionFree

Correct answer: D

  1. Identify each test in List-II

    • (P) Sodium fusion extract gives Prussian blue with FeSO4\mathrm{FeSO_4}FeSO4​ and then acidification
      ⇒\Rightarrow⇒ Test for nitrogen.

    • (Q) Sodium fusion extract with sodium nitroprusside gives blood red color
      ⇒\Rightarrow⇒ Test for sulfur.

    • (R) Addition to saturated NaHCO3\mathrm{NaHCO_3}NaHCO3​ gives effervescence
      ⇒\Rightarrow⇒ Presence of carboxylic acid group (−COOH\mathrm{-COOH}−COOH), due to CO2\mathrm{CO_2}CO2​ evolution.

    • (S) Reaction with bromine water gives white precipitate
      ⇒\Rightarrow⇒ characteristic of aniline (forming 2,4,6-tribromoaniline) and also phenols like cresol can decolorize bromine water with precipitated brominated product.

    • (T) Neutral FeCl3\mathrm{FeCl_3}FeCl3​ gives violet color
      ⇒\Rightarrow⇒ Phenolic group.

  1. Now analyze each compound in List-I

(I) Aniline, C6H5NH2\mathrm{C_6H_5NH_2}C6​H5​NH2​

  • Contains nitrogen ⇒\Rightarrow⇒ gives Lassaigne's test for N ⇒(P)\Rightarrow (P)⇒(P).
  • With bromine water, aniline gives 2,4,6-tribromoaniline, a white precipitate ⇒(S)\Rightarrow (S)⇒(S).

So,

I→P,S\mathrm{I \rightarrow P, S}I→P,S

(II) ooo-Cresol

  • It is a phenol derivative.
  • Phenols give violet color with neutral FeCl3\mathrm{FeCl_3}FeCl3​ ⇒(T)\Rightarrow (T)⇒(T).
  • It does not contain nitrogen or sulfur.
  • It is not a carboxylic acid, so no effervescence with NaHCO3\mathrm{NaHCO_3}NaHCO3​.

So,

II→T\mathrm{II \rightarrow T}II→T

(III) Cysteine

Structure contains:

  • Sulfur in thiol group (−SH)(-SH)(−SH) ⇒(Q)\Rightarrow (Q)⇒(Q).
  • Carboxylic acid group (−COOH)(-COOH)(−COOH) ⇒\Rightarrow⇒ reacts with NaHCO3\mathrm{NaHCO_3}NaHCO3​ with effervescence ⇒(R)\Rightarrow (R)⇒(R).

So,

III→Q,R\mathrm{III \rightarrow Q, R}III→Q,R

(IV) Caprolactam

  • Caprolactam is a lactam (cyclic amide), so it contains nitrogen.
  • Therefore sodium fusion extract gives test for nitrogen ⇒(P)\Rightarrow (P)⇒(P).
  • No sulfur, no phenolic group, no carboxylic acid.

So,

IV→P\mathrm{IV \rightarrow P}IV→P
  1. Final matching

Thus the correct matching is:

I→P,S;II→T;III→Q,R;IV→P\mathrm{I \rightarrow P,S;\quad II \rightarrow T;\quad III \rightarrow Q,R;\quad IV \rightarrow P}I→P,S;II→T;III→Q,R;IV→P

This corresponds to Option D.

  1. Comparison with stored answer

Stored correct answer = D.

Our derived answer = D.

So the answer agrees with the stored answer.

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