Organic Chemistry, Loose-leaf Version
Organic Chemistry, Loose-leaf Version
8th Edition
ISBN: 9781305865549
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
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Chapter 29, Problem 29.33P

(a)

Interpretation Introduction

Interpretation:

The structural formula for the repeat unit of natural rubber has to be drawn.

(b)

Interpretation Introduction

Interpretation:

The structural formula of the product of oxidation of natural rubber by ozone followed by a workup in the presence of (CH3)2S has to be drawn.

(c)

Interpretation Introduction

Interpretation:

The reactivity of Ozone with natural rubber and polyethylene or polyvinyl chloride has to be comparatively explained.

(d)

Interpretation Introduction

Interpretation:

The elasticity of natural rubber and synthetic all-trans isomer has to be comparatively explained.

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A polymer closely related to PET is PBT, which is made from terephthalic acid and butane-1,4-diol.(a) Propose a structure for PBT and write the condensed formula for the structure.(b) What does PBT stand for? That is, what do you expect the trivial name of PBT to be?(c) Would you expect PBT to have a higher or lower melting point than PET? Justify your answer.(d) PBT, rather than PET, is used in molding because it crystallizes faster. Explain why PBT crystallizes more quickly than PET.
3. Dacron is the brand name for the polymer that is made from ethane-1,2-diol and benzene-1,4-dicarboxylic acid. (a) What type of polymer is Dacron? (b) When the two monomers combine, what type of reaction do they undergo and what molecule is eliminated? (c) What is the name for the linkages that join the monomers together?(d) Draw the monomers and the polymer of the reaction to create Dacron. (Use a condensed structural formula in your answer.) HC-C styrene H-O-C- ethane-1,2-diol I H OH НО. 206 H -C-0-H H benzene-1.4-dicarboxylic acid.
Write an equation for the formation of the following polymers.(a) Polystyrene, from styrene (C6H5CH=CH2)(b) PET (polyethylene terephthalate), from ethylene glycol and terephthalic acid
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