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JEE Advanced levelSingle correct optionDifficulty 3 of 3pl181

Ozonolysis of natural rubber followed by reductive work-up () cleaves every of the 1,4-polyisoprene chain. The main product is

  1. A (4-oxopentanal)
  2. B (pentane-2,4-dione)
  3. C (2-methylbutanedial)
  4. D (propanone) and

Answer: A

The repeat unit is . Cleaving the converts into a ketone and into an aldehyde. Each repeat unit therefore becomes .
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