39. Propose a synthesis for the target compound, beginning from the ester shown. You may use any reagents that you wish. Show all synthetic intermediates and reagents. (Hints: Start with a Diels- Alder. Consider the oxidation states of your starting and target compound. You may need to use a protecting group.) OH CI ?
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- In this reaction, which species acts as the electrophile? Click on a letter A through D to answer. CH3 H3C CH3 H3C OH H3C-N-B-H H B. HH CI4 CH3 CC4 H3C CH3 H3C eH H3C-N-B-H H3C H B HH А. В. C. D.QUESTION 2 The preparation of a Wittig salt from an alky halide and triphenylphosphine proceeds by a(n) O A. E2 O B. Sn2 OC. E1 O D. free radical O E. Sn1 mechanism. QUESTION 3 Which resonance structure is more reactive as a nucleophile? Ph Ph O A. 1 O B. 2 OC. both are equally reactive Click Save and Submit to save and submit. Click Save All Answers to save all answers. o search F10 F1 F2 F3 F4 F5 F6 23 2 3 4. 7 8 W Y UIThis question has multiple parts. Work all the parts to get the most points. For the reaction below identify the reactant electrophile and the nudeophile. HO :OH
- Please explain the chosen letter. In the sequence of reactions below, A and B are which of the following? o NaCN, (HCl) H3O+ →B (CH3),CO- A- A а. (CН3)2C(ОН)CN, (CH3)2C(ОH)соон b. (CH3)2C(ОН)CN, (CH3)2C (ОН)2 с. (CНз)2C(ОH)CN, (CH3)2CHCOОН d. (CH3)2C(OH)CN, (CH3)2C=OIn which structure do you expect two products after alkylation?A. Structure 1B. Structure 2C. Structure 3D. Structure 4 54. In which carbon position will an incoming halogen be located in Structure 3, relative to the OH group?A. Ortho positionB Mets positionC. Para positionD. Ortho and para position 55. In which aromatic molecule do you expect to have a carbocation form during resonance stabilization?A. Structures 2,3, and 4B. Structures 2, 4, and 5C. Structures 2, 3, and 5D. Structures 1,3, and 4The addition of an alcohol to an acid chloride is an example of alcoholysis (alcohol addition with bond breakage). Consider the alcoholysis reaction below and answer the questions that follow. 1. Show the tetrahedral intermediate that is formed after the nucleophilic addition of the alcohol to the acid chloride. Be sure to include all lone pair electrons and formal charges on your intermediate structure. 2. Show the final product of this alcoholysis reaction that forms after the intermediate you made in Part 1. Do not include inorganic or charged products in your answer. Be sure to include all lone pair electrons and formal charges.
- How would you synthesize the following compounds from butanenitrile using reagents from the table? Use letters from the table to list reagents in the order used (first at the left). Example: ab Reagents 1. NaOH / H2O 2. H3O* SOCI2 1. NaBH4 a e i 2. H3O* 1. ВНз / THF 2. H202 / NaOH b f 1. LIAIH4 1. CH3CH2MGB I dry ether 2. H3O* 2. H3O* 1. (CH3)2CHMgBr / dry ether 2. H30* PBr3 NaCN k d Dess-Martin h Cro3 / H3O* conc. HCI periodinane in CH2CI2 a) 1-Butanol b) 2-Methyl-3-hexanone25. Draw a circle around the alkene that reacts most rapidly with HCl and draw a rectangle around the molecule that reacts most slowly with HCI. Hint: think about the most and least stable cation and resonance stabilization of cations! K XX X Ph H H3C H3C Ph H H3C H H H. Ph H H H 26. Draw a circle around the most acidic compound below and draw a rectangle around the least acidic molecule. .CH3 ОН SH NH23. Draw all products for the following reactions. For your products, write whether the nucleophile added to the Re face or Si face of the starting material. a. HO b. 1) LIAIH 2) H™ 1) CH3CH2Li 2) H+ c) Determine whether the nucleophile added to the Re face or Si face of benzaldehyde.
- 5. Predict the major product of the following reactions. A. + HBr В. HBr C. + H Br 6. Use curved arrows to show to show the mechanism of the reaction C above. Nucleophiles and Electrophiles 7. Label the electrophile and nucleophile in each step of the mechanism for question 6.Which reagent(s) IS NOT used in the synthesis problem shown below? H AH Note: This synthesis problem involves both alkene and alkyne reactions. If you're not sure how to start, make a list of objectives based on the changes you observe. Then consider the reagent options listed below, and use your notes to determine what each reagent does. O A. 1-iodoethane O B. NaH C. H2, Pb(OAc)2, Pd/CaCO3, quinoline O D. MCPBA O E. Na, NH3How would you synthesize the following compounds from butanoic acid using reagents from the table? Use letters from the table to list reagents in the order used (first at the left). Example: ab Reagents 1. NaBH4 PB13 KOH / alcohol a e 2. H30* b k KOŁBU 1. LIAIH4 2. H30* f Mg / dry ether H2/Pt g 1. Li 2. Cul 1. СО2 2. НзО* HBr, dark no peroxides d h 1-bromobutane m 1. BH3 / THF 2. H2O2 / NaOH i H3O*, heat n NaCN a) octane b) 2-bromobutane