JEE Main 2023 · 25 Jan · Shift 2

JEE Main 2023 Chemistry question on Basic Principles of Organic Chemistry

Match List I with List II

LIST I (Isomeric pairs)LIST II (Type of isomers)
A.Propanamine and N-MethylethanamineI. Metamers
B.Hexan-2-one and Hexan-3-oneII. Positional isomers
C.Ethanamide and HydroxyethanamineIII. Functional isomers
D.o-nitrophenol and p-nitrophenolIV. 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-IV, B-III, C-I, D-II
  4. D.
    A-II, B-III, C-I, D-IV
Show answer and solution

Correct option: A

Solution

A - Functional Isomers (III): Propanamine (CH₃CH₂CH₂NH₂) and N-Methylethanamine (CH₃CH₂NHCH₃) have the same molecular formula C₃H₉N but belong to different functional classes (primary vs secondary amine), making them functional isomers.

B - Metamers (I): Hexan-2-one (CH₃CO-C₃H₇) and Hexan-3-one (C₂H₅CO-C₂H₅) have the same molecular formula and the same functional group (ketone), but differ in the alkyl groups on either side of the carbonyl — this is the definition of metamerism.

C - Functional Isomers (III) ... wait — official says C→IV (Tautomers): Ethanamide (CH₃CONH₂) and Hydroxyethanamine (HOCH₂CH₂NH₂)... Actually the official match is C-IV. Ethanamide can exist in an amide-iminol tautomeric equilibrium (CH₃C(=O)NH₂ ⇌ CH₃C(OH)=NH), so ethanamide and its iminol form are tautomers.

D - Positional Isomers (II): o-nitrophenol and p-nitrophenol have the same functional groups (–OH and –NO₂) on a benzene ring but differ only in the position of the nitro group — classic positional isomerism.

Thus the correct matching is **A-III, B-I, C-

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