Organic Chemistry
Organic Chemistry
11th Edition
ISBN: 9781118133576
Author: T. W. Graham Solomons, Craig Fryhle
Publisher: Wiley, John & Sons, Incorporated
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Chapter 21, Problem 10PP

PRACTICE PROBLEM

When o-chlorotoluene is subjected to the conditions used in the Dow process (i.e., aqueous NaOH at 350 °C at high pressure), the products of the reaction are o-cresol and m-cresol. What does this result suggest about the mechanism of the Dow process?

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When ethylbenzene reacts with bromine in a free radical halogenation, a small amount ofproduct that contains no bromine is formed. Show the mechanism of how the product isformed and the product. Explain why only a small amount of that product is formed.

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