Organic Chemistry
Organic Chemistry
8th Edition
ISBN: 9781305580350
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
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Chapter 29, Problem 29.19P

(a)

Interpretation Introduction

Interpretation:

The structural formula for the repeating unit of polyester formed in the given reaction has to be drawn.

(b)

Interpretation Introduction

Interpretation:

The regioselectivity of the given reaction between phthalic anhydride and glycerol has to be accounted.

Concept Introduction:

Regioselective reaction:

In a substitution or addition reaction in which one of the two (or more) possible products is obtained in preference to all other products that might be formed.  This type of reaction is known as Regioselective reaction.

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(a) Describe the polymerization of a blend of maleic anhydride and 2-methyl-1,3- propanediol in the presence of an acid catalyst. Draw a chemical reaction scheme showing the intermediate and final products that are formed. Describe the reaction conditions that you would use to maximize the yield of polymer. (b) Draw the structure of the polymer, showing the repeat unit and end groups, that is obtained when the mole ratio of maleic anhydride to diol is 0.95 (c) What is the number average molecular weight of the polymer of Part (b) when the extent of reaction of maleic anhydride is (i) 90% and (ii) 100%. (d) Describe how the structure of the polymer is altered when it is further reacted with styrene in the presence of peroxide.
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