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Compounds Containing Nitrogen question

2023 · 25 Jan · Shift 2 · Q7
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Compounds Containing Nitrogen question

2023 · 25 Jan · Shift 2 · Q7

JEE MainChemistryCompounds Containing NitrogenMCQ+4 / −1

Match List I with List II

List I
Isomeric pairs
List II
Type of isomers
A. Propanamine and N-Methylethanamine I. Metamers
B. Hexan-2-one and Hexan-3-one II. Positional isomers
C. Ethanamide and Hydroxyethanimine III. Functional isomers
D. o-nitrophenol and p-nitrophenol IV. Tautomers

Choose the correct answer from the options given below :

  1. A
    A-III, B-I, C-IV, D-II
  2. B
    A-III, B-IV, C-I, D-II
  3. C
    A-II, B-III, C-I, D-IV
  4. D
    A-IV, B-III, C-I, D-II
View written solutionFree

Correct answer: NO OPTION IS FULLY CORRECT; THE CHEMICALLY CORRECT MATCHING IS A-III, B-II, C-IV, D-II

We match each pair in List I with the correct isomerism type in List II.

Step 1: Identify each pair

A. Propanamine and N-Methylethanamine

  • Propanamine: CH3CH2CH2NH2\mathrm{CH_3CH_2CH_2NH_2}CH3​CH2​CH2​NH2​
  • N-Methylethanamine: CH3CH2NHCH3\mathrm{CH_3CH_2NHCH_3}CH3​CH2​NHCH3​

Both have the same molecular formula C3H9N\mathrm{C_3H_9N}C3​H9​N, but belong to different classes of amines:

  • one is a primary amine
  • the other is a secondary amine

Thus, they are functional isomers.

So, A→IIIA \to IIIA→III


B. Hexan-2-one and Hexan-3-one

  • Hexan-2-one: carbonyl at position 2
  • Hexan-3-one: carbonyl at position 3

Same carbon skeleton and same functional group, but different position of the ketone group.

Thus, they are positional isomers.

So, B→IIB \to IIB→II


C. Ethanamide and Hydroxyethanimine

  • Ethanamide: CH3CONH2\mathrm{CH_3CONH_2}CH3​CONH2​
  • Hydroxyethanimine: CH3C(OH)=NH\mathrm{CH_3C(OH)=NH}CH3​C(OH)=NH

These two are related by proton shift and movement of double bond: CH3CONH2⇌CH3C(OH)=NH\mathrm{CH_3CONH_2 \rightleftharpoons CH_3C(OH)=NH}CH3​CONH2​⇌CH3​C(OH)=NH

This is amide-imidic acid tautomerism.

Thus, they are tautomers.

So, C→IVC \to IVC→IV


D. ooo-Nitrophenol and ppp-Nitrophenol

These differ in the position of the nitro group relative to the hydroxyl group on benzene ring:

  • ortho position
  • para position

Thus, they are positional isomers.

So, D→IID \to IID→II


Step 2: Compare with given options

From the above:

  • A→IIIA \to IIIA→III
  • B→IIB \to IIB→II
  • C→IVC \to IVC→IV
  • D→IID \to IID→II

Now check the options:

  • Option A: AAA-IIIIIIIII, BBB-III, CCC-IVIVIV, DDD-IIIIII
    Here BBB is incorrect.
  • Option B: AAA-IIIIIIIII, BBB-IVIVIV, CCC-III, DDD-IIIIII
    Incorrect.
  • Option C: AAA-IIIIII, BBB-IIIIIIIII, CCC-III, DDD-IVIVIV
    Incorrect.
  • Option D: AAA-IVIVIV, BBB-IIIIIIIII, CCC-III, DDD-IIIIII
    Incorrect.

There is no option matching the chemically correct classification exactly.

However, in standard exam convention, Hexan-2-one and Hexan-3-one are definitely positional isomers, not metamers. So the stored answer appears inconsistent with chemistry.

The nearest intended matching is likely: A→III,  B→II,  C→IV,  D→IIA\to III,\; B\to II,\; C\to IV,\; D\to IIA→III,B→II,C→IV,D→II which is not present in the options.

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