Draw the products and necessary reagents of the three step retrosynthetic reaction sequence shown below. Use a dash or wedge bond to indicate stereochemistry of substituents on asymmetric centers, Ignore inorganic byproducts. CI NH₂ 10 Fe HCI NaNO, cat. H₂SO CI Select to Draw Cla NO₂ FeCla NO₂

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter19: Eas: Electrophilic Aromatic Substitution
Section: Chapter Questions
Problem 45E
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Draw the products and necessary reagents of the three step retrosynthetic
reaction sequence shown below. Use a dash or wedge bond to indicate
stereochemistry of substituents on asymmetric centers, Ignore inorganic
byproducts.
NH₂
O
Fe
HCI
NaNO₂
cat. H₂SO.
Version: 1.185.4+ production
Select to Draw
Cl₂
FeCla
NO₂
Select to Draw
NO₂
A
B
C
E
NaNO₂
cat. H₂SO4
HNO,
cat. H₂SO4
Fe
Ⓒ
Done
HCI
Cla
FeCla
NO₂
H₂O
Transcribed Image Text:Draw the products and necessary reagents of the three step retrosynthetic reaction sequence shown below. Use a dash or wedge bond to indicate stereochemistry of substituents on asymmetric centers, Ignore inorganic byproducts. NH₂ O Fe HCI NaNO₂ cat. H₂SO. Version: 1.185.4+ production Select to Draw Cl₂ FeCla NO₂ Select to Draw NO₂ A B C E NaNO₂ cat. H₂SO4 HNO, cat. H₂SO4 Fe Ⓒ Done HCI Cla FeCla NO₂ H₂O
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