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17. Select the most acidic hydrogen in the compound shown below: A. HO C D. B....
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. H ---- D. B. H H 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: OMe H2O Meli H2SO4 H2O Hato H2O OH H2O OMe OMe B. C. D. A
17. Select the most acidic hydrogen in the compound shown below: A. HO C. H B....
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...
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...
10. Select the compound that can not be made using the malonic ester synthesis: O O...
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....
30. Select the product for the reaction shown below: HO KOH A. B. C. 31. Provide...
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
The images depict the answer key. Please explain why the answers are correct by drawing the...
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)...
Question 7 Using curved arrows, deprotonate the most acidic hydrogen and draw the conjugate base. The...
Question 7 Using curved arrows, deprotonate the most acidic hydrogen and draw the conjugate base. The conjugate base is relatively stable due to delocalization. When drawing the curved arrows, illustrate that delocalization which should result in the best contributing structure of the conjugate base. HO with her + H20 Question 10 veten som The reaction scheme below illustrates the addition of H-Br to a double bond. Draw a curved arrow mechanism and the missing intermediate. en die onderkant van den...
30. Select the product for the reaction shown below: но KOH O Da, ? D. A....
30. Select the product for the reaction shown below: но KOH O Da, ? D. A. 0 B. C. 31. Provide the final product that results upon completion of the multi-step synthesis shown: NaoMe MeOH NaOME HO / dil PhyP-CH, OMo ? HCI Br NaoMe OH OH **Ph A. Br Br C. B. COH D
Acid Catalyzed Hydration-treatment of alkenes with water in the presence of acid catalyst leads to the...
Acid Catalyzed Hydration-treatment of alkenes with water in the presence of acid catalyst leads to the formation of alcohols. H2SO4/H2O > 150°C Mechanism Major Product Acid catalyzed dehydration goes through a carbocation intermediate. This means that the Markovnikov product is obtained when carbocation rearrangements do not occur. The need for excessively high temperatures makes this reaction of limited use in laboratory synthesis. Oxymercuration - Oxymercuration involves the addition of Hg to the alkene using mercury (II) acetate Hg(OAc) followed by...
Multiple Choice Section (0.5 pt each) 4. What is the most acidic hydrogen in the following compound? 1. (Review) Wh...
Multiple Choice Section (0.5 pt each) 4. What is the most acidic hydrogen in the following compound? 1. (Review) What functional group would the following reaction produce? В CH,CH,OH (b) В (a) A Нс. н pyridine (c) C (d) D H D H-- (a) amide (b) ester A H (c) anhydride (d) ketone 5. (Review) Which of the following represents a pair of keto-enol tautomers? 2. What would be the product of the reaction sequence shown below? SOCI2 1. DIBAL...
17. Select the most acidic hydrogen in the compound shown below: A HO C. H ---- D. B. H H 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: OMe H2O Meli H2SO4 H2O Hato H2O OH H2O OMe OMe B. 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...
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....
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
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)...
Question 7 Using curved arrows, deprotonate the most acidic hydrogen and draw the conjugate base. The conjugate base is relatively stable due to delocalization. When drawing the curved arrows, illustrate that delocalization which should result in the best contributing structure of the conjugate base. HO with her + H20 Question 10 veten som The reaction scheme below illustrates the addition of H-Br to a double bond. Draw a curved arrow mechanism and the missing intermediate. en die onderkant van den...
30. Select the product for the reaction shown below: но KOH O Da, ? D. A. 0 B. C. 31. Provide the final product that results upon completion of the multi-step synthesis shown: NaoMe MeOH NaOME HO / dil PhyP-CH, OMo ? HCI Br NaoMe OH OH **Ph A. Br Br C. B. COH D
Acid Catalyzed Hydration-treatment of alkenes with water in the presence of acid catalyst leads to the formation of alcohols. H2SO4/H2O > 150°C Mechanism Major Product Acid catalyzed dehydration goes through a carbocation intermediate. This means that the Markovnikov product is obtained when carbocation rearrangements do not occur. The need for excessively high temperatures makes this reaction of limited use in laboratory synthesis. Oxymercuration - Oxymercuration involves the addition of Hg to the alkene using mercury (II) acetate Hg(OAc) followed by...
Multiple Choice Section (0.5 pt each) 4. What is the most acidic hydrogen in the following compound? 1. (Review) What functional group would the following reaction produce? В CH,CH,OH (b) В (a) A Нс. н pyridine (c) C (d) D H D H-- (a) amide (b) ester A H (c) anhydride (d) ketone 5. (Review) Which of the following represents a pair of keto-enol tautomers? 2. What would be the product of the reaction sequence shown below? SOCI2 1. DIBAL...
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