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8. In the reaction below, why does the amine nitrogen (#1 in red) undergo protonation with H2SO4 preferentially over the amide nitrogen (#2 in red)? In other words, why is nitrogen 1 basic, but nitrogen 2 is not? H,SO, HSO4

8. In the reaction below, why does the amine nitrogen (#1 in red) undergo protonation with H2SO4 preferentially over the amide nitrogen (#2 in red)? In other words, why is nitrogen 1 basic, but nitrogen 2 is not? H,SO, HSO4

Chemistry
Chemistry
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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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8. In the reaction below, why does the amine nitrogen (#1 in red) undergo protonation with H2SO4 preferentially over the amide nitrogen (#2 in red)? In other words, why is nitrogen 1 basic, but nitrogen 2 is not? H,SO4 HSO4
Transcribed Image Text:8. In the reaction below, why does the amine nitrogen (#1 in red) undergo protonation with H2SO4 preferentially over the amide nitrogen (#2 in red)? In other words, why is nitrogen 1 basic, but nitrogen 2 is not? H,SO4 HSO4
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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