Compound 4 can undergo consecutive Nucleophilic Aromatic Substitution and Electrophilic Aromatic Substitution reactions to yield compound 6, Figure 3. CI NO2 NO2 C3H1,N2O2 HCI Br 4 Figure 3 6 Question 1. Show the mechanism for the conversion of compound 4 to compound 5. 2. Show the mechanism for the conversion of compound 5 to compound 6. 3. Justify the regiochemistry of compound 6.

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter21: Nas: Nucleophilic Aromatic Substitution
Section: Chapter Questions
Problem 7E
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Compound 4 can undergo consecutive Nucleophilic Aromatic Substitution
and Electrophilic Aromatic Substitution reactions to yield compound 6,
Figure 3.
а.
NO2
Y
NO2
C3H,,N202
HCI
4
Figure 3
6
Question
1. Show the mechanism for the conversion of compound 4 to compound 5.
2. Show the mechanism for the conversion of compound 5 to compound 6.
3.
Justify the regiochemistry of compound 6.
LO
Transcribed Image Text:Compound 4 can undergo consecutive Nucleophilic Aromatic Substitution and Electrophilic Aromatic Substitution reactions to yield compound 6, Figure 3. а. NO2 Y NO2 C3H,,N202 HCI 4 Figure 3 6 Question 1. Show the mechanism for the conversion of compound 4 to compound 5. 2. Show the mechanism for the conversion of compound 5 to compound 6. 3. Justify the regiochemistry of compound 6. LO
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