Organic Chemistry
Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Chapter 31.2, Problem 4P
Interpretation Introduction

Interpretation:

The nature and behaviour of vinylidene chloride needs to be explained in this problem, due to which it does not shows any of the three stereochemical outcomes.

Concept introduction:

Isotactic, syndiotactic, and atactic are the stereochemical forms. The polymer having the (-R) group on the same side of the macromolecule backbone (zigzag bone) is known as isotactic polymer. An isotactic macromolecule consists of 100% meso diads.

Syndiotactic are the macromolecules in which the (-R) groups are arranged in an alternate manner along the long chain of the polymer. Gutta percha is also an example for Syndiotactic polymer.

In atactic form the substituents are placed in a random manner along the long chain.

The important point to note here is that the polymer obtained from the chain growth polymerization mechanism must have chiral carbons to possess these structures. If the polymer formed does not have chiral carbon then it cannot occur in isotactic, syndiotactic and atactic forms.

Organic Chemistry, Chapter 31.2, Problem 4P

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