6. The following transformation occurs by a sequence of two reactions. First a conjugate substitution occurs then a nucleophilic aromatic substitution. F OEt NH₂ NEt3 heat (A) Propose a mechanism for this transformation. OEt (B) Propose why the conjugate substitution occurs prior to the nucleophilic aromatic substitution rather than the other way around. (C) Predict if the nucleophilic aromatic substitution would proceed better or worse if an iodide was used instead of the fluoride as a leaving group.
6. The following transformation occurs by a sequence of two reactions. First a conjugate substitution occurs then a nucleophilic aromatic substitution. F OEt NH₂ NEt3 heat (A) Propose a mechanism for this transformation. OEt (B) Propose why the conjugate substitution occurs prior to the nucleophilic aromatic substitution rather than the other way around. (C) Predict if the nucleophilic aromatic substitution would proceed better or worse if an iodide was used instead of the fluoride as a leaving group.
Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter21: Nas: Nucleophilic Aromatic Substitution
Section: Chapter Questions
Problem 8E
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Please answer all parts of the question, thank you
![6. The following transformation occurs by a sequence of two reactions. First a
conjugate substitution occurs then a nucleophilic aromatic substitution.
NH₂
F
y I
OEt
NEt3
heat
(A) Propose a mechanism for this transformation.
`N
OEt
(B) Propose why the conjugate substitution occurs prior to the nucleophilic
aromatic substitution rather than the other way around.
(C) Predict if the nucleophilic aromatic substitution would proceed better or worse
if an iodide was used instead of the fluoride as a leaving group.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F6f01df11-7490-4fa9-9e51-6ea6d2a32aad%2F61774131-6e92-42ea-9935-5c2c77d3b5bc%2Fanr0k7l_processed.png&w=3840&q=75)
Transcribed Image Text:6. The following transformation occurs by a sequence of two reactions. First a
conjugate substitution occurs then a nucleophilic aromatic substitution.
NH₂
F
y I
OEt
NEt3
heat
(A) Propose a mechanism for this transformation.
`N
OEt
(B) Propose why the conjugate substitution occurs prior to the nucleophilic
aromatic substitution rather than the other way around.
(C) Predict if the nucleophilic aromatic substitution would proceed better or worse
if an iodide was used instead of the fluoride as a leaving group.
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