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
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Chapter 22, Problem 22.11YT
Interpretation Introduction

Interpretation:

To find out why the given synthesis does not work

Concept introduction:

The C atom bonded directly to the phenyl ring – the benzylic carbon – is particularly reactive. The permanganate oxidation fails, however, when the benzylic C is quaternary.

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Why do you think people who live at high altitudes are advised to add salt to water when boiling food like pasta? What mole fraction of NaCl is needed to raise the boiling point of H2O by 3˚C?  Does the amount of salt added to water (typically about one teaspoon to four quarts of water) substantially change the boiling point? (Kb (H2O) = 0.51˚C/molal.)
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Organic Chemistry: Principles and Mechanisms (Second Edition)

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