Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Question
Chapter 16.SE, Problem 68AP
Interpretation Introduction
Interpretation:
A mechanism for the reaction of 1-chloroanthraquinone with methoxide ion to give the substitution product 1-methoxyanthraquinone is to be proposed using curved arrows to show the electron flow in each step.
Concept introduction:
Aryl halides that have electron-withdrawing groups undergo nucleophilic substitution reactions. The nucleophile first attacks the electron deficient aryl halide to form a resonance-stabilized, negatively charged intermediate, called Meisenheimer complex which then eliminates a halide ion to yield the product.
To propose:
Using curved arrows to show the electron flow in each step, a mechanism for the reaction of 1-chloroanthraquinone with methoxide ion to give the substitution product 1-methoxyanthraquinone.
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Chapter 16 Solutions
Organic Chemistry
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