JEE Main Chemistry question

ChemistryOrganic Oxidation & Reduction ReactionsJEE Main

Knowing the number and arrangement of carbon atoms in the aldehyde and ketone products of ozonolysis, the structure of the original alkene can be worked out. CH_2=CH–C(CH_3)=CH–CH_3 \xrightarrow[Zn/CH_3COOH]{O_3} gives which products?

Answer: (B)

Solution

Ozonolysis cleaves *each* C=C bond of a diene independently. For CH=CH–C(CH)=CH–CH, cleaving the first (C1=C2) double bond gives formaldehyde (HCHO, from the terminal =CH) and a ketone/aldehyde fragment at C2;

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Question ID VK-142381