Organic Chemistry
Organic Chemistry
5th Edition
ISBN: 9780078021558
Author: Janice Gorzynski Smith Dr.
Publisher: McGraw-Hill Education
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Chapter 30, Problem 30.60P
Interpretation Introduction

Interpretation: A structure for the highly cross-linked polymer, obtained from the reaction of urea [(NH2)C=O] with formaldehyde (CH2=O) is to be drawn.

Concept introduction: A thermosetting polymer has complex networks of covalent bonds, due to which it cannot be re-melted to bring in liquid phase. The chemical reaction for the formation of a thermosetting polymer is carried out in the presence of Lewis acid catalyst, which departs small molecules, like H2O as the by-product.

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1.Consider the polymerization of the following monomers: H2N- -NH2 (a) Draw the repeat unit of the resulting polymer. (b) Identify the two structural units comprising the repeat unit. Aramids are produced using the reaction of a benzene-1,4-diamine and a terephthaloyl dichloride. (c) Plot the Mn of the polymer vs. the extent of reaction, where the extent of reaction increases from 0 to 0.95 in intervals of 0.05, and extend the plot include data points for an extent of reaction = 0.96, 0.97, 0.98, 0.99, and 0.995. (d) What is the extent of reaction when the molecular weight reaches 30 000 g/mol? (e) State two conditions that must be ensured for a step growth polymerization to reach high conversion.
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The reaction of urea [(NH2)2C = O] and formaldehyde (CH2 = O) forms a highly cross-linked polymer used in foams. Suggest a structure for this polymer. [Hint: Examine the structures of Bakelite (Figure 30.7) and Melmac (Problem 30.58).]Figure 30.7: The synthesis of Bakelite from phenol and formaldehyde

Chapter 30 Solutions

Organic Chemistry

Ch. 30 - Prob. 30.11PCh. 30 - Problem 30.12 What polymer is formed by anionic...Ch. 30 - Prob. 30.13PCh. 30 - Prob. 30.14PCh. 30 - Problem 30.15 What polyamide is formed from each...Ch. 30 - Prob. 30.16PCh. 30 - Prob. 30.17PCh. 30 - Prob. 30.18PCh. 30 - Prob. 30.19PCh. 30 - Prob. 30.20PCh. 30 - Prob. 30.21PCh. 30 - Prob. 30.22PCh. 30 - Prob. 30.23PCh. 30 - Prob. 30.24PCh. 30 - Prob. 30.25PCh. 30 - 30.26 Draw the structure of the polymer formed by...Ch. 30 - Prob. 30.27PCh. 30 - Prob. 30.28PCh. 30 - Prob. 30.29PCh. 30 - 30.30 Draw each polymer in Problem 30.29 using the...Ch. 30 - Prob. 30.31PCh. 30 - Prob. 30.32PCh. 30 - Prob. 30.33PCh. 30 - Prob. 30.34PCh. 30 - Prob. 30.35PCh. 30 - Prob. 30.36PCh. 30 - Prob. 30.37PCh. 30 - Prob. 30.38PCh. 30 - 30.39 Draw a stepwise mechanism for the...Ch. 30 - 30.40 Cationic polymerization of 3-phenylpropene ...Ch. 30 - Prob. 30.41PCh. 30 - Prob. 30.42PCh. 30 - 30.43 Although styrene undergoes both cationic and...Ch. 30 - 30.44 Rank the following compounds in order of...Ch. 30 - Prob. 30.45PCh. 30 - Prob. 30.46PCh. 30 - 30.47 Draw a stepwise mechanism for the following...Ch. 30 - 30.48 Draw a stepwise mechanism for the reaction...Ch. 30 - 30.49 Draw the products of each reaction. a. e....Ch. 30 - Prob. 30.50PCh. 30 - Prob. 30.51PCh. 30 - 30.52 (a) Explain why poly (vinyl alcohol) cannot...Ch. 30 - 30.53 Devise a synthesis of terephthalic acid and...Ch. 30 - Prob. 30.54PCh. 30 - Prob. 30.55PCh. 30 - 30.56 Compound A is a novel poly (ester amide)...Ch. 30 - 30.57 Researchers at Rutgers University have...Ch. 30 - 30.58 Melmac, a thermosetting polymer formed from...Ch. 30 - 30.59 Although chain branching in radical...Ch. 30 - Prob. 30.60P
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