Organic Chemistry: Principles and Mechanisms (Second Edition)
Organic Chemistry: Principles and Mechanisms (Second Edition)
2nd Edition
ISBN: 9780393663556
Author: Joel Karty
Publisher: W. W. Norton & Company
Question
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Chapter 26, Problem 26.50P
Interpretation Introduction

Interpretation:

When polyethylene is made by free radical polymerization, the resulting polymer has a significant amount of branching, resulting in low-density polyethylene. When styrene undergoes free radical polymerization, on the other hand, very little branching occurs. This phenomenon is to be explained.

Concept introduction:

Free radical polymerization is an example of chain-growth polymerization, one general class of polymerization reactions. In chain-growth polymerization, reaction occurs at the end of the growing chain, and each reaction lengthens the polymer chain by a single repeating unit. Branching can occur during chain-growth polymerization if the reactive site becomes located somewhere in the middle of a chain. The free radical at one end of one growing chain encounters a hydrogen atom in the middle of another chain. After hydrogen atom abstraction, the original free radical has become a terminated closed-shell species and the reactive radical appears somewhere in the middle of another chain. Further polymerization at the new radical creates a branch in the chain. Due to this reason, polyethylene has a significant amount of branching. But in polystyrene, phenyl groups are present which sterically hinder the radicals that may abstract H atoms. Therefore, the bulky phenyl rings prevent branching.

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Chapter 26 Solutions

Organic Chemistry: Principles and Mechanisms (Second Edition)

Ch. 26 - Prob. 26.11PCh. 26 - Prob. 26.12PCh. 26 - Prob. 26.13PCh. 26 - Prob. 26.14PCh. 26 - Prob. 26.15PCh. 26 - Prob. 26.16PCh. 26 - Prob. 26.17PCh. 26 - Prob. 26.18PCh. 26 - Prob. 26.19PCh. 26 - Prob. 26.20PCh. 26 - Prob. 26.21PCh. 26 - Prob. 26.22PCh. 26 - Prob. 26.23PCh. 26 - Prob. 26.24PCh. 26 - Prob. 26.25PCh. 26 - Prob. 26.26PCh. 26 - Prob. 26.27PCh. 26 - Prob. 26.28PCh. 26 - Prob. 26.29PCh. 26 - Prob. 26.30PCh. 26 - Prob. 26.31PCh. 26 - Prob. 26.32PCh. 26 - Prob. 26.33PCh. 26 - Prob. 26.34PCh. 26 - Prob. 26.35PCh. 26 - Prob. 26.36PCh. 26 - Prob. 26.37PCh. 26 - Prob. 26.38PCh. 26 - Prob. 26.39PCh. 26 - Prob. 26.40PCh. 26 - Prob. 26.41PCh. 26 - Prob. 26.42PCh. 26 - Prob. 26.43PCh. 26 - Prob. 26.44PCh. 26 - Prob. 26.45PCh. 26 - Prob. 26.46PCh. 26 - Prob. 26.47PCh. 26 - Prob. 26.48PCh. 26 - Prob. 26.49PCh. 26 - Prob. 26.50PCh. 26 - Prob. 26.51PCh. 26 - Prob. 26.52PCh. 26 - Prob. 26.53PCh. 26 - Prob. 26.54PCh. 26 - Prob. 26.55PCh. 26 - Prob. 26.56PCh. 26 - Prob. 26.57PCh. 26 - Prob. 26.58PCh. 26 - Prob. 26.59PCh. 26 - Prob. 26.60PCh. 26 - Prob. 26.61PCh. 26 - Prob. 26.62PCh. 26 - Prob. 26.63PCh. 26 - Prob. 26.64PCh. 26 - Prob. 26.65PCh. 26 - Prob. 26.66PCh. 26 - Prob. 26.67PCh. 26 - Prob. 26.68PCh. 26 - Prob. 26.69PCh. 26 - Prob. 26.70PCh. 26 - Prob. 26.71PCh. 26 - Prob. 26.72PCh. 26 - Prob. 26.73PCh. 26 - Prob. 26.74PCh. 26 - Prob. 26.75PCh. 26 - Prob. 26.76PCh. 26 - Prob. 26.77PCh. 26 - Prob. 26.78PCh. 26 - Prob. 26.1YTCh. 26 - Prob. 26.2YTCh. 26 - Prob. 26.3YTCh. 26 - Prob. 26.4YTCh. 26 - Prob. 26.5YTCh. 26 - Prob. 26.6YTCh. 26 - Prob. 26.7YTCh. 26 - Prob. 26.8YTCh. 26 - Prob. 26.9YTCh. 26 - Prob. 26.10YTCh. 26 - Prob. 26.11YTCh. 26 - Prob. 26.12YTCh. 26 - Prob. 26.13YTCh. 26 - Prob. 26.14YTCh. 26 - Prob. 26.15YTCh. 26 - Prob. 26.16YTCh. 26 - Prob. 26.17YTCh. 26 - Prob. 26.18YTCh. 26 - Prob. 26.19YTCh. 26 - Prob. 26.20YTCh. 26 - Prob. 26.21YTCh. 26 - Prob. 26.22YTCh. 26 - Prob. 26.23YT
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