PolymershardMCQ SINGLE

Isobutylene ( -methylpropene) does not undergo efficient polymerization via free-radical or anionic Polymers Chemistry Question

Question

Isobutylene ($2$ -methylpropene) does not undergo efficient polymerization via free-radical or anionic mechanisms, but polymerizes rapidly to yield polyisobutylene via which mechanism and for what structural reason?

Answer: A

💡 Solution & Explanation

Isobutylene has two electron-releasing ($-CH_3$) groups, which increase the electron density of the double bond (making it susceptible to electrophilic attack) and heavily stabilize the intermediate tertiary carbocation via hyperconjugation and inductive effects. Thus, it undergoes cationic chain polymerization.

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