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4. a. (i) (ii) (iii) Pyridine is a six-membered aromatic heterocycle that undergoes nucleophilic aromatic substitution (NAS) but is not considered to be a good candidate for electrophilic aromatic substitution (EAS). What is the role of the aromatic molecule in EAS and NAS reactions? Explain why pyridine is poor at EAS nitration reactions? Explain, using resonance structures, why substitution occurs preferentially at the C-2 and C-4 positions rather than the C-3 position when pyridine undergoes NAS.

4. a. (i) (ii) (iii) Pyridine is a six-membered aromatic heterocycle that undergoes nucleophilic aromatic substitution (NAS) but is not considered to be a good candidate for electrophilic aromatic substitution (EAS). What is the role of the aromatic molecule in EAS and NAS reactions? Explain why pyridine is poor at EAS nitration reactions? Explain, using resonance structures, why substitution occurs preferentially at the C-2 and C-4 positions rather than the C-3 position when pyridine undergoes NAS.

Chemistry
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
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Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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4. a. (i) (ii) (iii) Pyridine is a six-membered aromatic heterocycle that undergoes nucleophilic aromatic substitution (NAS) but is not considered to be a good candidate for electrophilic aromatic substitution (EAS). What is the role of the aromatic molecule in EAS and NAS reactions? Explain why pyridine is poor at EAS nitration reactions? Explain, using resonance structures, why substitution occurs preferentially at the C-2 and C-4 positions rather than the C-3 position when pyridine undergoes NAS.
Transcribed Image Text:4. a. (i) (ii) (iii) Pyridine is a six-membered aromatic heterocycle that undergoes nucleophilic aromatic substitution (NAS) but is not considered to be a good candidate for electrophilic aromatic substitution (EAS). What is the role of the aromatic molecule in EAS and NAS reactions? Explain why pyridine is poor at EAS nitration reactions? Explain, using resonance structures, why substitution occurs preferentially at the C-2 and C-4 positions rather than the C-3 position when pyridine undergoes NAS.
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