JEE Main 2026 · 4 Apr · Shift 1 · Chemistry Q64

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ChemistrySingle correct+4 / -1Question 64 of 75

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

$\ce{HCHO}$ (2 moles), $\ce{OHC-CO-CHO}$ , $\ce{CH3-CO-CO-CO-CH3}$

The alkene (X) is:

Cyclohexene ring: C1 with an exocyclic =CH₂, C2 with a methyl, C3 with an exocyclic =CH₂, C4 a CH₂, C5 with a methyl, and a ring C5=C6 double bond.

Cyclohexene ring with exocyclic =CH₂ on C1, C3 and C4, a methyl on C2, and a ring C5=C6 double bond.

Cyclohexadiene ring with exocyclic =CH₂ on C2 and C5, methyls on C3, C4 and C6, and ring double bonds C6=C1 and C3=C4.

Cyclohexadiene ring: methyl on C1, exocyclic =CH₂ on C2, methyl on C3, exocyclic =CH₂ on C5, and ring double bonds C1=C6 and C3=C4.

Answer and worked solution

Official answer: D

Products. 2 HCHO come from two exocyclic $\ce{=CH2}$ groups. $\ce{OHC-CO-CHO}$ and $\ce{CH3CO-CO-COCH3}$ (10 carbons in all) come from a six-membered ring cut at two ring double bonds.

Check (D): ring $\ce{C1(Me)=C6H-C5(=CH2)-C4H=C3(Me)-C2(=CH2)}$ . Cleaving C1=C6 and C3=C4 gives:

C6-C5-C4 → $\ce{OHC-CO-CHO}$ ;
C3-C2-C1 with both methyls → $\ce{CH3CO-CO-COCH3}$ ;
the two $\ce{=CH2}$ → 2 HCHO.

(D)

Topics:Alkenes

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JEE Main 2026 · 4 Apr · Shift 1, Chemistry question 64