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- 1. Please name the following compounds. (9 points) Br CI Br Br 2. Please draw the major product(s) of the following reaction and show the mechanism. Is there a reason why one stereochemistry is preferred over the other for this reaction? (9 points)c) Show how you would carry out the following transformations. (4 Marks) OH(5 points) What hydrolysis products are formed when the following compound is treated with aqueous acid? No reaction is an acceptable answer. CH3 H3C- H20, H+
- 4) Using the Wieland-Miescher ketone as your starting material, how would you synthesize the desired product below? Note: You do not need to show mechanisms for each reaction, only conditions. (8 points) OH Me Mell ? HO H Wieland-Miescher Ketone(2) Draw the arrow-pushing mechanism of the following reaction: (10 pts) 1) AlCl; CI 2) H2O8. (20 pt) Draw a mechanism for step 1 and a product & mech with a 2nd equiv. of MeMgBr. Me-MgBr MeMgBr ? MeO H Me HCI workup
- Q2-) Draw a detailed mechanism for the following Fischer esterification reaction.(13 points) A few drops of HSO4 Acetic acid Ethanol Ethyl acetateAlcohols, ethers, epoxides Maximum allowed tries per question: Unlimited TSOH appears in many of these questions. It is a strong acid. Whenever you have a mechanism under acidic conditions, you can draw H+ instead of the entire acid. (27) Draw a mechanism for this reaction. Each set of intermediates must be enclosed in a rectangle, each box must be connected to the subsequent one with a reaction arrow, and each box (except the final one) should contain curved arrows showing the movement of electrons in each step. Launch MarvinJSTM viewer or click image to copy source OH +H17. Determine the mechanism(s), SN1, SN2, E1 or E2 for the following reaction. Show the step-wise mechanism(s) and determine the product(s). Indicate major product if one is present. Include stereochemistry at stereogenic centers if any are present. (3 products) KOH THF 18. Determine the mechanism for the following reaction (SN1, SN2, E1, or E2). Show the step-wise mechanism and product(s). Determine the major product if one is present. (3 products) OH H₂SO4
- 6. Draw stepwise mechanisms for the reactions below. Use appropriate curved arrows to show all bonds broken and formed, and draw all intermediates with appropriate charges. (3 pts each) a) b) LUOH hv Br₂ Draw initiation and both propagation steps: H₂SO4 heat + Br H₂O HBrDraw the structures of 2 anionic groups that are not considered good leaving groups in an SN2 reaction: 6. (4 pts) Which of the following would best accomplish a SN2 reaction as a nucleophile with a primary8:56 PM Tue Mar 28 Draw the Michael adduct and the final product of the Robinson annulation reaction. Ignore inorganic byproducts. KOH, CH3CH2OH reflux Draw Michael Adduct Q Problem 26 of 20 Please select a drawing or reagent from the question area 35% Submit