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JEE Main 20264 AprilMorning Shift
Exam
JEE Main
Year
2026
Date
4 April
Shift
Morning Shift
Subject
Chemistry
Chapter
Hydrocarbons

JEE Main 2026 · 4 April · Morning Shift · Chemistry · Hydrocarbons

An alkene (X) on ozonolysis followed by reduction gives following...

An alkene (X)(X) on ozonolysis followed by reduction gives following products: H−CHOH-CHO (22 moles), H−CO−CO−CHOH-CO-CO-CHO, CH3−CO−CO−CH3CH_3-CO-CO-CH_3. The alkene (X)(X) is:An alkene (X) on ozonolysis followed by reduction gives following products: H-CHO ( 2 moles), H-CO-CO-CHO ,An alkene (X) on ozonolysis followed by reduction gives following products: H-CHO ( 2 moles), H-CO-CO-CHO ,An alkene (X) on ozonolysis followed by reduction gives following products: H-CHO ( 2 moles), H-CO-CO-CHO ,An alkene (X) on ozonolysis followed by reduction gives following products: H-CHO ( 2 moles), H-CO-CO-CHO ,

Options

  1. AThree metal rods of the same material and identical in all respects are joined as shown in the figure. The temperatures
  2. BThree metal rods of the same material and identical in all respects are joined as shown in the figure. The temperatures
  3. CThree metal rods of the same material and identical in all respects are joined as shown in the figure. The temperatures
  4. DThree metal rods of the same material and identical in all respects are joined as shown in the figure. The temperatures

Correct answer

C. Three metal rods of the same material and identical in all respects are joined as shown in the figure. The temperatures

Step-by-step solution

Ozonolysis (followed by reductive workup with Zn/H2OZn/H_2O) cleaves C=CC=C bonds and converts each alkene carbon into a carbonyl. We can reverse-engineer the parent alkene from the fragments obtained.

Analysing the products:
HCHOHCHO (2 moles)(2\text{ moles}): Two equivalents of formaldehyde indicate the presence of two terminal or exocyclic =CH2=CH_2 groups in the parent molecule.

CH3−CO−CO−CH3CH_3-CO-CO-CH_3 (biacetyl): To get this discrete fragment, the parent alkene must contain the structural unit −C(CH3)=C(CH3)−-C(CH_3)=C(CH_3)-, i.e., an endocyclic double bond in which both sp2^2 carbons bear methyl substituents.

H−CO−CO−CHOH-CO-CO-CHO (mesoxaldehyde): This arises from a fragment like =CH−C(=CH2)−CH==CH-C(=CH_2)-CH=, where cleavage of the adjacent C=CC=C bonds generates three consecutive carbonyl groups (and also contributes to the formaldehyde count from the exocyclic =CH2=CH_2).

Evaluating the options:
The most diagnostic product is biacetyl, so the parent structure must contain the −C(CH3)=C(CH3)−-C(CH_3)=C(CH_3)- unit.

Option (1)(1): One methyl group is on the endocyclic double bond and the other methyl is on a separate sp3^3 carbon. Cleavage cannot give biacetyl.

Option (2)(2): Only a single methyl group is present, so biacetyl cannot be formed.

Option (4)(4): The methyl groups lie on opposite ends of the ring (across a 1,41,4-diene-type arrangement). Ozonolysis would place these methyls in different fragments, so biacetyl cannot be formed.

Option (3)(3): The left side of the ring contains an endocyclic double bond in which both carbons carry methyl groups, giving exactly the required −C(CH3)=C(CH3)−-C(CH_3)=C(CH_3)- arrangement. Cleavage of this bond together with the adjacent ring double bonds releases a discrete CH3−CO−CO−CH3CH_3-CO-CO-CH_3 fragment. The right side of the molecule carries exocyclic =CH2=CH_2 groups, which on cleavage produce the two moles of HCHOHCHO, while the intervening carbons give rise to H−CO−CO−CHOH-CO-CO-CHO.

Hence, the correct structure that yields all three ozonolysis products is option (3)(3).
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