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Chapter 27.2, Problem 11P

(a)

Interpretation Introduction

Interpretation:

The polymerization of 2,2-dimethyloxirane should be described by anionic mechanism.

Concept Introduction:

Anionic polymerization:

  • Initiator will be a nucleophile which reacts with the monomer to form a propagating site that is an anion and the initiator can be compounds like sodium amide or butyllithium.
  • Nucleophile will attack on the alkene and the alkene contains a substituent that can withdraw electrons by resonance.

(b)

Interpretation Introduction

Interpretation:

The polymerization of 2,2-dimethyloxirane should be described by cationic mechanism.

Concept Introduction:

Cationic polymerization:

  • The polymerization in which an electrophile acts as an initiator and adds to the monomer which leads to the formation of a carbocation.
  • The initiator widely used is a Lewis acid and in the polymerization the electrophile adds to the sp2 carbon bonded to the most number of hydrogens.

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Chapter 27 Solutions

Organic Chemistry; Modified MasteringChemistry with Pearson eText -- ValuePack Access Card; Study Guide and Student Solutions Manual for Organic Chemistry, Books a la Carte Edition (7th Edition)

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