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Complete reductive ozonolysis (using followed by ) of a perfect, unbranched chain of natural rubber Polymers Chemistry Question

Question

Complete reductive ozonolysis (using $O_3$ followed by $Zn/H_2O$) of a perfect, unbranched chain of natural rubber yields a specific primary product. What is the IUPAC name of this product?

Answer: A

💡 Solution & Explanation

Cleavage of the double bond in the $[-CH_2-C(CH_3)=CH-CH_2-]_n$ repeating unit of polyisoprene yields $CH_3-CO-CH_2-CH_2-CHO$, which is 4-oxopentanal (also known as levulinaldehyde).

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