Section 17-12 showed how nucleophilic aromatic substitution can give aryl amines if there is a strong electron-withdrawing

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Section 17-12 showed how nucleophilic aromatic substitution can give aryl amines if there is a strong electron-withdrawing group ortho or para to the site of substitution. Consider the following example.
(a) Propose a mechanism for this reaction.
(b) We usually think of fluoride ion as a poor leaving group. Explain why this reaction readily displaces fluoride as the leaving group.
(c) Explain why this reaction stops with the desired product, rather than reacting with another dinitrofluorobenzene.
Section 17-12 showed how nucleophilic aromatic substitution can give aryl
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Organic Chemistry

ISBN: 978-0321768414

8th edition

Authors: L. G. Wade Jr.

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