Organic Chemistry (9th Edition)
Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
Question
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Chapter 26.5, Problem 26.11P

(a)

Interpretation Introduction

Interpretation:

The structure of the natural rubber, gutta-percha is to be drawn.

Concept introduction:

Gutt-percha is the polyterpene which formed by the polymer of isoprene unit. All the double bonds in this polyterpene are positioned in the trans configuration. Thus, it is also known as trans1,4polyisoprene.

(b)

Interpretation Introduction

Interpretation:

The reason corresponding to the fact that gutta-percha is not vey elastic even after it is vulcanised is to be stated.

Concept introduction:

Gutt-percha is the polyterpene which formed by the polymer of isoprene unit. All the double bonds in this polyterpene are positioned in the trans configuration. Thus, it is also known as trans1,4polyisoprene.

The chemical process of making the rubber more strong and elastic by heating it with sulphur is known as vulcanization of rubber. In this process, a three-dimensional cross-linking of polyisoprene bonded with each other by sulphur atoms takes place.

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(a) how many stereoisomers are possible? (b) how many chiral carbons are in the structure? (c) is this optically active?
Circle and name three functional groups within the molecule and place an * against any chiral carbons
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