Rimantadine was among the first antiviral drugs to be licensed in the United States to use against the influenza A virus and to treat established illnesses. It is synthesized from adamantane by the following sequence: CH₂=CHBr AlBr3 (2) Adamantane =0₂.-0₂ (3) -Br Br (4) Ø Br₂ (1) a Step 2 proceeds via the following mechanism: 1-bromoadamantane (5) Br SnF ChemDoodle Rimantadine 1. AlBr, acts as a Lewis acid to yield carbocation 1; 2. Bromoethene acts as a nucleophile to give carbocation 2; 3. Carbocation 2 reacts with nucleophile 3 to give the product of reaction 2. Work out this mechanism on a separate sheet of paper and then draw the structure of nucleophile 3. NH₂ ==starting points == ✔

Rimantadine was among the first antiviral drugs to be licensed in the United States to use against the influenza A virus and to treat established illnesses. It is synthesized from adamantane by the following sequence: CH₂=CHBr AlBr3 (2) Adamantane =0₂.-0₂ (3) -Br Br (4) Ø Br₂ (1) a Step 2 proceeds via the following mechanism: 1-bromoadamantane (5) Br SnF ChemDoodle Rimantadine 1. AlBr, acts as a Lewis acid to yield carbocation 1; 2. Bromoethene acts as a nucleophile to give carbocation 2; 3. Carbocation 2 reacts with nucleophile 3 to give the product of reaction 2. Work out this mechanism on a separate sheet of paper and then draw the structure of nucleophile 3. NH₂ ==starting points == ✔

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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