Organic Chemistry
Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Chapter 31.SE, Problem 32AP
Interpretation Introduction

Interpretation:

To draw the final synthesized structure of the melamine-formaldehyde polymer product also known as Melmac.

Concept introduction:

Melmac is the copolymer formed by the condensation polymerization of the melamine (a heterocyclic triamine) and formaldehyde upon heating in the presence of a basic catalyst. It is also a type of cross-linked polymer.

Melmac is used to make dishes and countertops. Melmac is a hard, very durable, and versatile thermosetting polymer with good fire and heat resistance.

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(11pts total) Consider the arrows pointing at three different carbon-carbon bonds in the molecule depicted below. Bond B Bond A Bond C a. (2pts) Which bond between A-C is weakest? Which is strongest? Place answers in appropriate boxes. Weakest Bond Strongest Bond b. (4pts) Consider the relative stability of all cleavage products that form when bonds A, B, AND C are homolytically cleaved/broken. Hint: cleavage products of bonds A, B, and C are all carbon radicals. i. Which ONE cleavage product is the most stable? A condensed or bond line representation is fine. ii. Which ONE cleavage product is the least stable? A condensed or bond line representation is fine. c. (5pts) Use principles discussed in lecture, supported by relevant structures, to succinctly explain the why your part b (i) radical is more stable than your part b(ii) radical. Written explanation can be no more than one-two succinct sentence(s)!
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