Basic Principles of Medicinal Chemistry Lab PHR143P Summary Exam #1 October 4, 2000 Arrow Pushing and Molecular Visualization Labs of 10 Questions, 100 total 43P) e: 1. (10 points) Examine the aqueous equilibrium below. HO OH 3) Aw. that appears in the BOX? IF so, ¢ ay hear in the space Dy, Based upon your answer to part A above, predict the approximate pKa associated with the above equilibrium. HINT: would you predict the pKa is similar to an alcohol (pKa ~15), a phenol (pKa ~ 10), or 2 carboxylic acid (p! Explain how you made your prediction. te Mbew walc) ne T wad padiet Baha pee oy “mod smlerte/ flow) (plystdh pane, it bas sore Roane Sulalreedn , tak hase Few ehuben donde, gam Wak woud dyiw he pha. Vode up ee [tty . 2. (10 points) Draw the Lewis dot structure for carbon dioxide (CO2)..3. (10 points) Circle the atoms that bear a partial positive charge in the following compound: 25. (10 points) Show the electron flow (push arrows) for the following reaction: . "eet OR Ss OO Et 0? ‘s Ho Vv 6. (10 points) Assign the stereochemisty (R or S) of the following molecule: “hig J 7. (10 points) In the following reaction, identify the methyl group that undergoes modification as either the Pro-R or the Pro-S methyl group.