Discussion Thinking. Consider the following nitration reaction on a heterocyclic aromatic. N. N. N. Reactant A HNO3, H₂SO4 reflux NO2 Product 1 Product 2 NO2 A. Circle the nucleophilic carbon atoms of Reactant A below. Use resonance and electron-pushing arrows to explain your answer and how it affects the reactivity of the molecule. N. 0-0 B. Draw out all sigma complex resonance forms that lead to Products 1 and 2. Which product formation (Product 1 or 2) involves a lower energy pathway and why? Product 1: Product 2: C. Based on your answers from Part A and B, which product is major?

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter15: Radical Reactions
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Discussion Thinking. Consider the following nitration reaction on a heterocyclic aromatic.
N.
N.
N.
Reactant A
HNO3, H₂SO4
reflux
NO2
Product 1
Product 2
NO2
A. Circle the nucleophilic carbon atoms of Reactant A below. Use resonance and electron-pushing arrows to
explain your answer and how it affects the reactivity of the molecule.
N.
0-0
B. Draw out all sigma complex resonance forms that lead to Products 1 and 2. Which product formation
(Product 1 or 2) involves a lower energy pathway and why?
Product 1:
Product 2:
C. Based on your answers from Part A and B, which product is major?
Transcribed Image Text:Discussion Thinking. Consider the following nitration reaction on a heterocyclic aromatic. N. N. N. Reactant A HNO3, H₂SO4 reflux NO2 Product 1 Product 2 NO2 A. Circle the nucleophilic carbon atoms of Reactant A below. Use resonance and electron-pushing arrows to explain your answer and how it affects the reactivity of the molecule. N. 0-0 B. Draw out all sigma complex resonance forms that lead to Products 1 and 2. Which product formation (Product 1 or 2) involves a lower energy pathway and why? Product 1: Product 2: C. Based on your answers from Part A and B, which product is major?
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