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MCQEasyJEE 2023Isomerism (Structural, Stereoisomerism)

JEE Chemistry 2023 Question with Solution

Match List I with List II:

Table matching List I isomeric pairs with List II type of isomers, containing entries A to D and I to IV.
  • A

    A-III, B-IV, C-I, D-II

  • B

    A-IV, B-III, C-I, D-II

  • C

    A-II, B-III, C-I, D-IV

  • D

    A-III, B-I, C-IV, D-II

Answer

Correct answer:B

Step-by-step solution

Standard Method

Given: Match the isomeric pairs in List I with the types of isomerism in List II.

Find: The correct correspondence between A, B, C, D and I, II, III, IV.

From the solution:

  • A. Propanamine and N-Methylethanamine are functional isomers.
  • B. Hexan-2-one and Hexan-3-one are metamers.
  • C. Ethanamide and Hydroxyethanimine are tautomers.
  • D. o-Nitrophenol and p-Nitrophenol are positional isomers.

Now match with List II:

  • I. Metamers
  • II. Positional isomers
  • III. Functional isomers
  • IV. Tautomers

Therefore,

  • A-III
  • B-I
  • C-IV
  • D-II

So the correct matching is A-III, B-I, C-IV, D-II.

The correct option is B.

Worked matching diagram showing structures of four isomeric pairs and their classifications as functional isomers, metamers, tautomers, and positional isomers.

Detailed Classification

Given: Four pairs of organic compounds are to be classified by the type of isomerism.

Find: Which option gives the correct match.

  1. Propanamine and N-Methylethanamine have the same molecular formula but belong to different classes of amines, so they are functional isomers.

  2. Hexan-2-one and Hexan-3-one differ in the distribution of alkyl groups around the carbonyl functional group, so they are metamers.

  3. Ethanamide and Hydroxyethanimine interconvert by proton shift and double bond rearrangement, so they are tautomers.

  4. o-Nitrophenol and p-Nitrophenol differ in the position of the nitro group on the benzene ring, so they are positional isomers.

Hence the final match is:

  • A-III
  • B-I
  • C-IV
  • D-II

This corresponds to option B.

Note: the raw options are numbered (1) to (4), and the solution explicitly states Correct Option is B, which corresponds to the second listed option.

Common mistakes

  • Confusing functional isomerism with metamerism for amines. Primary and secondary amines with the same molecular formula are classified as functional isomers here. Check whether the functional arrangement around the heteroatom has changed.

  • Treating Hexan-2-one and Hexan-3-one as positional isomers only. In this matching scheme, they are identified as metamers because the alkyl groups around the carbonyl group differ. Follow the classification used in the given list.

  • Missing the tautomeric relation between Ethanamide and Hydroxyethanimine. Tautomerism involves proton transfer with bond rearrangement, not merely a different position of a substituent.

  • Confusing o-Nitrophenol and p-Nitrophenol with functional isomers. Their functional groups remain the same; only the relative position of substituents on the ring changes, so they are positional isomers.

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