MCQMediumJEE 2025Alkenes (Electrophilic Addition, Polymerisation)

JEE Chemistry 2025 Question with Solution

The number of optically active products obtained from the complete ozonolysis of the given compound is :

An open-chain unsaturated hydrocarbon with multiple double bonds and two stereogenic centers bearing CH3 and H substituents shown with wedge and dashed bonds.
  • A

    00

  • B

    22

  • C

    44

  • D

    44

Answer

Correct answer:B

Step-by-step solution

Standard Method

Given: The compound shown undergoes complete ozonolysis.

Find: The number of optically active products formed.

Principle: Ozonolysis cleaves each C=C\mathrm{C=C} bond to give carbonyl compounds. After cleavage, each product must be checked for the presence or absence of a chiral center.

From the solution working, the organic products formed on complete ozonolysis are:

  1. CH3CHO\mathrm{CH_3CHO} (ethanal) — achiral
  2. A chiral aldehyde product
  3. OHCCHO\mathrm{OHC{-}CHO} (glyoxal) — achiral
  4. Another chiral dialdehyde product
  5. OHCCHO\mathrm{OHC{-}CHO} (glyoxal) — achiral

Now examine optical activity:

  • Ethanal is achiral.
  • Glyoxal is achiral.
  • The two remaining aldehydic products contain asymmetric carbon centers, so they are optically active.

Thus, the number of optically active products is 22.

Therefore, the correct option is B.

Chirality-Based Counting

Given: A chiral polyene is subjected to complete ozonolysis.

Find: How many products are optically active.

Step 1: In ozonolysis, every C=C\mathrm{C=C} bond is cleaved and converted into aldehyde or ketone groups.

Step 2: The extracted solution states that after cleavage the products include ethanal, glyoxal, and two products having asymmetric carbon centers.

Step 3: Optical activity depends on chirality, not merely on the number of fragments formed.

  • Ethanal has no chiral center, so it is not optically active.
  • Glyoxal has no chiral center, so it is not optically active.
  • The other two products are chiral, so each is optically active.

Conclusion: Exactly 22 products are optically active. Hence, the correct option is B.

Common mistakes

  • Counting all ozonolysis fragments as optically active is incorrect because optical activity requires chirality. First identify which products actually contain an asymmetric carbon center.

  • Assuming that every carbonyl product formed from ozonolysis is achiral is incorrect. Some cleavage products can still retain or generate a chiral center. Check each product individually.

  • Confusing the number of products with the number of optically active products leads to overcounting. Only the chiral products should be included in the final count.

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