3. Nucleophilic aromatic substitution (NAS) reactions have the opposite trend in terms of reaction rate when compared with SN2 reaction rates. This is to say that aromatic fluorides undergo substitution the fastest under NAS conditions but the slowest under SN2 conditions. Using your knowledge of the mechanisms of these reactions, explain why this is the case. (Hint: It is important to consider the rate-determining step of each mechanism). NuO Nu Rate of reaction follows the following trend:F> CI > Br >I NuO Nu Rate of reaction follows the following trend: I> Br> CI > F

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter13: Substitution
Section: Chapter Questions
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3. Nucleophilic aromatic substitution (NAS) reactions have the opposite trend in terms of reaction rate when compared with
SN2 reaction rates. This is to say that aromatic fluorides undergo substitution the fastest under NAS conditions but the
slowest under SN2 conditions. Using your knowledge of the mechanisms of these reactions, explain why this is the case.
(Hint: It is important to consider the rate-determining step of each mechanism).
NuO
Nu
Rate of reaction follows the following trend: F> CI > Br>1
NuO
Nu
Rate of reaction follows the following trend: I> Br > CI >F
Transcribed Image Text:3. Nucleophilic aromatic substitution (NAS) reactions have the opposite trend in terms of reaction rate when compared with SN2 reaction rates. This is to say that aromatic fluorides undergo substitution the fastest under NAS conditions but the slowest under SN2 conditions. Using your knowledge of the mechanisms of these reactions, explain why this is the case. (Hint: It is important to consider the rate-determining step of each mechanism). NuO Nu Rate of reaction follows the following trend: F> CI > Br>1 NuO Nu Rate of reaction follows the following trend: I> Br > CI >F
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