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17. Select the most acidic hydrogen in the compound shown below: A HO C. H ----...
17. Select the most acidic hydrogen in the compound shown below: A. HO C D. B. 18. Addition of methyl lithium to the enone below generates the product shown after treatment with acid and water. Select the key intermediate in the mechanism for the last step: но Meli H. SO OME H2O HO Ho'o OH H20 OME OME 3. C D. A
17. Select the most acidic hydrogen in the compound shown below: A. HO C. H B. D. H + 0 18. Addition of methyl lithium to the enone below generates the product shown after treatment with acid and water. Select the key intermediate in the mechanism for the last step: ОMe H2O Meli H2SO4 H,to bar ne you laus to A.
Question 3 (a) Arange the following compounds in order of decreasing reactivity with nucleophiles (ie. most reactive compound first). Explain your reasoning. (6 marks) C Me Me OMe OMe F C NMez Me Me Answer TWO parts from (i)-(iii) (7 marks each). (b) Give mechanisms for the following reactions and use them to explain the different (i) reaction outcomes. LIAIH он Me OMe Me LIAIH NMez Me NMeg Me (i) Give mechanisms for the following reactions and use them to...
13. Select the key step for the mechanism of decarboxylation: 0 HO OH Оме HO H2SO4 OME Me product O'HO A В. D 14. Which reagent(s) is(are) needed to complete the desired synthesis?: 0 ? A. NaOme MeO H dil. HCI B. NaOH, CHO} heat C, LDA, (MO) CO / MCPBA D. CO, heat
10. Select the compound that can not be made using the malonic ester synthesis: O O OH MeO Оме OH Ph OH A. B. Ph C. D. 11. In general both the malonic ester and acetoacetate synthesis require the addition of dilute acid in order to generate the final product. Why? A. the alkoxy cation needs to be eliminated C. the ionized cation partitions to the aqueous layer B. the stabilized enolate adds a proton in the separatory funnel D....
1) Which is the least acidic hydrogen in the compound shown? 2) Which is the most acidic hydrogen in the compound shown? 1) Which is the least acidic hydrogen in the compound shown? IV I a) I b) II c)III d) IV e) v 2) Which is the most acidic hydrogen in the compound shown? IV a) l b) ll c) III d) IV e) V
30. Select the product for the reaction shown below: HO KOH A. B. C. 31. Provide the final product that results upon completion of the multi-step synthesis shown: NaoMe MeOH NaoMe H30+ / dil A Ph3P=CH2 ? OMe HCI Br Br NaOME O OH OH P+Ph3 Br A. Br C. D. B. CO2H
Question 19 Which is the most acidic hydrogen in the compound shown? II IV H H H H H -H H T III V CA. V B. C. IV D. III E. 11 Question 20 How many signals would you expect to find in the TH NMR spectrum of CH 30CH 2 CH 2OCH 3? CA. 4 B. 2 C. 1 D.3 E. 5
20) Which compound would be most acidic? a) HO b) ОН OH e) н H
The images depict the answer key. Please explain why the answers are correct by drawing the mechanisms. 34. (3 pts) Which one of the structures below is not an intermediate in the multi-step mechanism of the following reaction? HOCH2CH2OH H + H2O H2SO4 OH HO QH2 A) B) -H D) H -H НО: OH OH 16. (3 pts) Which one of the structures below is not an intermediate in the mechanism of the following reaction? 1) LiAIHA НО. ОН 2)...