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6. The structure shown below is amoxicillin, one of the most commonly prescribed penicillin-type antibiotics in use today. The structure on the right is a ß-lactam, which is the center of the molecule on the left. Bacterial resistance to penicillins, including amoxicillin, involves an enzyme called B- lactamase, which exploits two of the principles we have covered thusfar: functional group reactivity and ring strain. Using the simplified structure on the right, explain a. Why the functional group might attract a nucleophile/Lewis base (such as water)? b. Why this particular 4-membered ring is much more strained than cyclobutane? NH₂ H HO OH

6. The structure shown below is amoxicillin, one of the most commonly prescribed penicillin-type antibiotics in use today. The structure on the right is a ß-lactam, which is the center of the molecule on the left. Bacterial resistance to penicillins, including amoxicillin, involves an enzyme called B- lactamase, which exploits two of the principles we have covered thusfar: functional group reactivity and ring strain. Using the simplified structure on the right, explain a. Why the functional group might attract a nucleophile/Lewis base (such as water)? b. Why this particular 4-membered ring is much more strained than cyclobutane? NH₂ H HO OH

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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6. The structure shown below is amoxicillin, one of the most commonly prescribed penicillin-type antibiotics in use today. The structure on the right is a ß-lactam, which is the center of the molecule on the left. Bacterial resistance to penicillins, including amoxicillin, involves an enzyme called B- lactamase, which exploits two of the principles we have covered thusfar: functional group reactivity and ring strain. Using the simplified structure on the right, explain a. Why the functional group might attract a nucleophile/Lewis base (such as water)? b. Why this particular 4-membered ring is much more strained than cyclobutane? NH₂ HO IN H O N. OH
Transcribed Image Text:6. The structure shown below is amoxicillin, one of the most commonly prescribed penicillin-type antibiotics in use today. The structure on the right is a ß-lactam, which is the center of the molecule on the left. Bacterial resistance to penicillins, including amoxicillin, involves an enzyme called B- lactamase, which exploits two of the principles we have covered thusfar: functional group reactivity and ring strain. Using the simplified structure on the right, explain a. Why the functional group might attract a nucleophile/Lewis base (such as water)? b. Why this particular 4-membered ring is much more strained than cyclobutane? NH₂ HO IN H O N. OH
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