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HomeWork Week 7 (Chapter 14) Fun fact of the week A SHORT HISTORY OF ANTIVIRAL DRUGS Approximately 90 antiviral drugs have been approved worldwide since the 1960s, medicines to treat COVID-19 are the most recent. Here we look at how antivirals work and some key drugs. Note Alle andre 171 Piratsystemic antivirus 1960 1945 there was infections First upproved that downica treat 1970 HOW ANTIVIRALS WORK Antiviruscantes use them thay mide hosts that 1980 1951 Pistacte antiviral herpes few defects Saquinavires 1990 Preventing infection of new Some retira protein mechanisms stop stroming 1982 Aid First HIV ove 2000 Backing Virgenomecoming Somethet virale vesticerowe copying the material 1999 Antiformes Oseltamivir report 2010 instantier COVID-19 Removed to treat COVID-19hosted patients Stopping viral protein activation production of new in parties by Interfacing with eyes that function 2020 Question 1: From the summary above of antiviral drugs developed in the past 60 years, show all the rings that are aromatic (Huckel rule). Hint: For some structures you will need to draw some resonance forms.
Question 2. Which of the following compounds are aromatic based on the principles of the Huckel rule of aromaticity? OH OH SG: Question 3. Which of the following compounds are aromatic based on the principles of the Huckel rule of aromaticity? Question 4. IUPAC Name the following compounds. он quáă Br benzoic acic Question 5. IUPAC Name the following compounds. o ¢ y Br Question 6. Draw the resonance forms of the phenol shown below OH az
Question 7. Based on the resonance forms drawn in question 6 and the inductive effect of the methyl group in metha-position, propose an explanation for which carbon(s) on the benzene ring has/have the largest partial negative charge (8). OH Question 8. Draw the resonance forms of the phenol to the ketone shown below. How many electrons are in conjugation? HO they Question 9. From the resonance forms drawn above, determine which carbons are 8 and around the benzene ring. Question 10. Based on the electrostatic potential surface (EPS) maps of indole, benzene and pyridine shown below (left to right), predict which arene is more electron rich. Also use this depiction to propose a range of chemical shift in H NMR for the hydrogens that are flanking those arene rings o
Question 11. Based on the electrostatic potential surface (EPS) maps below of benzene 1 and related derivatives 2-6, predict which arene r-system is more electron rich. (scale of electron density: high in red, relatively high in orange, medium in yellow, low in green, and extremely low in blue) 2 Question 12. Based on the electrostatic potential surface (EPS) maps above, rank the arenes 1 through 6 from least to most electron rich --systems. Question 13. Based on the electrostatic potential surface (EPS) maps above, explain the trend of electron density between compounds 1, 3 (phenol) and 4 (aniline) Question 14. t-systems of arenes can bind to cations. This phenomenon is called cation- interaction. Based on the electrostatic potential surface (EPS) maps above, explain the ranking of r-cation binding strength: 4 >> 3-1 > 2-6>5 Beszne !! Chapter 14: solved problem 14.7 ! End of Chapter Problems 14.18 / 14.21/14.27 / 14.30 / 14.31/ 14.33