Answer: Isoprene is the repeating unit in natural rubber.

Chapter 21, Problem 21.79

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Isoprene is the repeating unit in natural rubber. The structure of isoprene is CH2 COCH CH3 A P PCH2 a. Give a systematic name for isoprene. b. When isoprene is polymerized, two polymers of the form ( OCH2O) OCH2OC CH n CH3 A P are possible. In natural rubber, the cis configuration is found. The polymer with the trans configuration around the double bond is called gutta percha and was once used in the manufacture of golf balls. Draw the structure of natural rubber and gutta percha showing three repeating units and the configuration around the carboncarbon double bonds.

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