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he amide 4 has a nitrogen attached to the benzene ring, and a chlorine attached to a primary arbon. Yet, it doesn't react with itself in a nucleophilic displacement. Why is the nitrogen in the mide not nucleophilic? Give your answer in terms of the resonance forms of amides in general: ? R NH2

he amide 4 has a nitrogen attached to the benzene ring, and a chlorine attached to a primary arbon. Yet, it doesn't react with itself in a nucleophilic displacement. Why is the nitrogen in the mide not nucleophilic? Give your answer in terms of the resonance forms of amides in general: ? R NH2

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
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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4. The amide 4 has a nitrogen attached to the benzene ring, and a chlorine attached to a primary carbon. Yet, it doesn't react with itself in a nucleophilic displacement. Why is the nitrogen in the amide not nucleophilic? Give your answer in terms of the resonance forms of amides in general: ? RT `NH2
Transcribed Image Text:4. The amide 4 has a nitrogen attached to the benzene ring, and a chlorine attached to a primary carbon. Yet, it doesn't react with itself in a nucleophilic displacement. Why is the nitrogen in the amide not nucleophilic? Give your answer in terms of the resonance forms of amides in general: ? RT `NH2
REFER TO THE SCHEME FOR THE SYNTHESIS OF LIDOCAINE SHOWN BELOW NO2 SnCl,/ HCI NH3 CI NH2 Кон CH,COOH CH;COOH 1 2 3 2,6-Dimethy- 2,6-Dimethy- nitrobenzene aniline H toluene 5 a-Chloro-2,6- Lidocaine dimethylacetanilide
Transcribed Image Text:REFER TO THE SCHEME FOR THE SYNTHESIS OF LIDOCAINE SHOWN BELOW NO2 SnCl,/ HCI NH3 CI NH2 Кон CH,COOH CH;COOH 1 2 3 2,6-Dimethy- 2,6-Dimethy- nitrobenzene aniline H toluene 5 a-Chloro-2,6- Lidocaine dimethylacetanilide
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