MCQMediumJEE 2025Alkenes (Electrophilic Addition, Polymerisation)

JEE Chemistry 2025 Question with Solution

Match List-I with List-II.

List-I Isomers of C10H14C_{10}H_{14} List-II Ozonolysis product

(A) Cyclohexene derivative (I) Aldehyde product

(B) 1,2-Dimethylcyclohexene (II) Diketone product

(C) 1-Methylcyclohexene (III) Aldehyde and ketone product

(D) 1,4-Dimethylcyclohexene (IV) Aldehyde product

  • A

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

  • B

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

  • C

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

  • D

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

Answer

Correct answer:B

Step-by-step solution

Standard Method

Given: List-I contains isomers of C10H14C_{10}H_{14} and List-II contains the possible ozonolysis products.

Find: The correct matching between the isomers and their ozonolysis products.

Ozonolysis cleaves the carbon-carbon double bond and gives carbonyl compounds. Depending on substitution at the double-bond carbons, the products can be aldehydes, ketones, or a mixture of aldehyde and ketone.

From the provided solution analysis, the matches are:

  • (A) Cyclohexene derivative \rightarrow (II) Diketone product
  • (B) 1,2-Dimethylcyclohexene \rightarrow (IV) Aldehyde product
  • (C) 1-Methylcyclohexene \rightarrow (I) Aldehyde product
  • (D) 1,4-Dimethylcyclohexene \rightarrow (III) Aldehyde and ketone product

Thus the correct matching is (A)-(II), (B)-(IV), (C)-(I), (D)-(III).

Therefore, the correct option is B.

Match by ozonolysis outcome

Given: Ozonolysis breaks the C=C\text{C=C} bond and converts the two alkene carbons into carbonyl centers.

Find: Which option reproduces the matching stated in the solution.

The solution explicitly concludes the following mapping:

  1. (A) Cyclohexene derivative \rightarrow (II) Diketone product
  2. (B) 1,2-Dimethylcyclohexene \rightarrow (IV) Aldehyde product
  3. (C) 1-Methylcyclohexene \rightarrow (I) Aldehyde product
  4. (D) 1,4-Dimethylcyclohexene \rightarrow (III) Aldehyde and ketone product

Comparing this with the answer choices, only Option B matches exactly:

(A)-(II), (B)-(IV), (C)-(I), (D)-(III).

Therefore, the correct option is B.

Common mistakes

  • Assuming ozonolysis always gives only aldehydes is incorrect because the product depends on substitution at the double-bond carbons. Check the nature of both alkene carbons before assigning aldehyde or ketone products.

  • Matching directly from the names without comparing the full pairings can lead to the wrong option. After deciding each individual match, verify the entire sequence against all four options.

  • Confusing an aldehyde + ketone product with a diketone product is a conceptual error. Count whether each carbon of the original C=C\text{C=C} retains hydrogen or alkyl substitution after cleavage.

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