The monomer CH2=C(CH3)-CH=CH2 (2-methylbuta-1,3-diene, i.e., isoprene) undergoes 1,4-addition polymerisation. The resulting polymer is subjected to reductive ozonolysis. What is/are the product(s) formed?

Question

Accepted Answer

All correct. 1,4-polyisoprene has repeating units -CH2-C(CH3)=CH-CH2-. Ozonolysis cleaves each C=C, giving formaldehyde (HCHO) from the terminal =CH2 groups at chain ends, glyoxal (OHC-CHO) is not expected from internal units — the main internal fragment is OHC-CH2-CH2-CO-CH3 (levulinaldehyde). Terminal units give HCHO. Hence all three can be present depending on chain position.

The monomer CH2=C(CH3)-CH=CH2 (2-methylbuta-1,3-diene, i.e., isoprene) undergoes 1,4-addition polymerisation. The resulting polymer is subjected to reductive ozonolysis. What is/are the product(s) formed?

Solution

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