ORGANIC CHEMISTRY-W/S.G+SOLN.MANUAL
ORGANIC CHEMISTRY-W/S.G+SOLN.MANUAL
8th Edition
ISBN: 9780134595450
Author: Bruice
Publisher: PEARSON
Question
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Chapter 27.6, Problem 10P

(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-W/S.G+SOLN.MANUAL

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