Homework Answers
Claisen condensation doesn't move with the Compounds having only one alpha Hydrogen since the driving force effect of deprotonation of the beta keto ester(it is the commn product of Claisen condensation). Hence F can't undergo Claisen condensation.
While E does since it has 3 alpha Hydrogens.
14. Same reason as in 12. For the formation of H , Hydrogen has to replace from single alpha Side which is not possible.
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12. Explain why a Claisen reaction occurs with ester E, but not with ester F. Eto...
14. Reaction of the following diester with NaOEt followed by mild H makes product G, not product H. Explain why the...
14. Reaction of the following diester with NaOEt followed by mild H makes product G, not product H. Explain why there is a preference for forming product Gover H. O a. NaOEt b. mild H Et01 OEt OEt not
16. Give the major organic product of each Claisen reaction. a. NOF: A WHO it heat b. H.H.O. ETO a. NaoMe b. H. H,0...
16. Give the major organic product of each Claisen reaction. a. NOF: A WHO it heat b. H.H.O. ETO a. NaoMe b. H. H,0,hea MCO- a. NaOE. a. NaOme. O Mco CCH) OMe b. H.H.O, heat 17. Propose starting materials needed to synthesize each molecule through a Claisen reaction. a. F10 1 1 1 d. EOYOE 1 Ph YYY = 1
14. Reaction of the following diester with NaOEt followed by mild Ht makes product G, not...
14. Reaction of the following diester with NaOEt followed by mild Ht makes product G, not product H. Explain why there is a preference for forming product Gover H. a. NaOEt OEt not "OEib mild H* 15. Give the curved arrow mechanism for the decarboxylation and keto-enol tautomerism steps in this reaction (from 3 to K). مه-حل-ا مل a. NaOEt b. H, H30, heat
10. Propose starting materials needed to synthesize each molecule through an aldol reaction. a. b. c. d. H f. 11....
10. Propose starting materials needed to synthesize each molecule through an aldol reaction. a. b. c. d. H f. 11. Give the curved arrow mechanism for each Claisen reaction. a. NaOEt a. b. mild H EtO EtO 1 11 continued a. NaOMe MeO b. b. mild H МеO a. NaOEt с. b. mild H
11. Give the curved arrow mechanism for each Claisen reaction. a. NaOEt a. b. mild H...
11. Give the curved arrow mechanism for each Claisen reaction. a. NaOEt a. b. mild H EtO EtO HEEO EEO Et Eto EtO Eto Etdo 169 11 continued a. NaOMe МеO' b. b. mild H МеO'
Question 5 (4 points) What is the major product of the following reaction? 1. NaOET Eto...
Question 5 (4 points) What is the major product of the following reaction? 1. NaOET Eto ΟΕΙ 2. Hot O OE EIO OH OE O O- EIO OH OEt OE EtO 애 OEt Question 6 (4 points) Friedel-Crafts acylation reactions cannot be performed on benzoic acid because: The carboxylic acid group gets acylated instead of the aromatic ring. The carboxylic acid group is moderately deactivating preventing any substitution on the aromatic ring. The carboxylic acid group attacks the Lewis acid...
Thank you！ 9. What would be the product of the following conversion? 1. NaOEt, EIOH OEt...
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9. What would be the product of the following conversion? 1. NaOEt, EIOH OEt 2. H,о- OEt ОН О OEt OEt OEt OE OEt e. d. 10. What is the product of the Dieckmann condensation of the following diester? 1.NaOCH, CH,Oн HgCOoc coOCHs 2. H,0* осн, COOCH COOCH b. d. both a) and b) e. a), b), and c) a. C. 11. Consider the synthesis below. What is compound X? COOEt COOH 1. КОВи 1. NAOH, H2O, heat...
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....
12. Michael Reactions - Place an A (for Acceptor) or a D (for Donor) in the...
12. Michael Reactions - Place an A (for Acceptor) or a D (for Donor) in the box indicating the correct Michael moiety. OME OE! EN: NO2 Eto 13. What is the product of the following reactions? 1. (CH,CH, Cumi O 1. KOH OEt 2. H,00 2. H 3. H0 14. The Stork reaction uses which functional group intermediate? 15. Use Stork reactions to filling in the missing information: 1. (CH3)NH, [H*), heat 1. go 2. 2. H 3. 3. H,07...
Propose a stepwise mechanism for the following reaction of a B-keto ester. Suggest a reason why...
Propose a stepwise mechanism for the following reaction of a B-keto ester. Suggest a reason why this rearrangement reaction occurs. [1] NaOET EtOH [2] H2O* Step [1]: 00: OET OS OCH CH O OH OCHCH CO2CH.CH v DE :0: LOE :: CO.CHCH OCH CH HOCH.CH Step (2]: OE CO_CHCH SH OEt :O: OCH CH3 :: OE: 70: : Et CO2CH2CH3 OCH₂CH₂ Step (3): Et0 :0 OE :0: 19:0: 1 OCH CH O OCH CH3 :0 OE 0 O: Et:0 CO.CH.CH...
14. Reaction of the following diester with NaOEt followed by mild H makes product G, not product H. Explain why there is a preference for forming product Gover H. O a. NaOEt b. mild H Et01 OEt OEt not
16. Give the major organic product of each Claisen reaction. a. NOF: A WHO it heat b. H.H.O. ETO a. NaoMe b. H. H,0,hea MCO- a. NaOE. a. NaOme. O Mco CCH) OMe b. H.H.O, heat 17. Propose starting materials needed to synthesize each molecule through a Claisen reaction. a. F10 1 1 1 d. EOYOE 1 Ph YYY = 1
14. Reaction of the following diester with NaOEt followed by mild Ht makes product G, not product H. Explain why there is a preference for forming product Gover H. a. NaOEt OEt not "OEib mild H* 15. Give the curved arrow mechanism for the decarboxylation and keto-enol tautomerism steps in this reaction (from 3 to K). مه-حل-ا مل a. NaOEt b. H, H30, heat
10. Propose starting materials needed to synthesize each molecule through an aldol reaction. a. b. c. d. H f. 11. Give the curved arrow mechanism for each Claisen reaction. a. NaOEt a. b. mild H EtO EtO 1 11 continued a. NaOMe MeO b. b. mild H МеO a. NaOEt с. b. mild H
11. Give the curved arrow mechanism for each Claisen reaction. a. NaOEt a. b. mild H EtO EtO HEEO EEO Et Eto EtO Eto Etdo 169 11 continued a. NaOMe МеO' b. b. mild H МеO'
Question 5 (4 points) What is the major product of the following reaction? 1. NaOET Eto ΟΕΙ 2. Hot O OE EIO OH OE O O- EIO OH OEt OE EtO 애 OEt Question 6 (4 points) Friedel-Crafts acylation reactions cannot be performed on benzoic acid because: The carboxylic acid group gets acylated instead of the aromatic ring. The carboxylic acid group is moderately deactivating preventing any substitution on the aromatic ring. The carboxylic acid group attacks the Lewis acid...
Thank you！
9. What would be the product of the following conversion? 1. NaOEt, EIOH OEt 2. H,о- OEt ОН О OEt OEt OEt OE OEt e. d. 10. What is the product of the Dieckmann condensation of the following diester? 1.NaOCH, CH,Oн HgCOoc coOCHs 2. H,0* осн, COOCH COOCH b. d. both a) and b) e. a), b), and c) a. C. 11. Consider the synthesis below. What is compound X? COOEt COOH 1. КОВи 1. NAOH, H2O, 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....
12. Michael Reactions - Place an A (for Acceptor) or a D (for Donor) in the box indicating the correct Michael moiety. OME OE! EN: NO2 Eto 13. What is the product of the following reactions? 1. (CH,CH, Cumi O 1. KOH OEt 2. H,00 2. H 3. H0 14. The Stork reaction uses which functional group intermediate? 15. Use Stork reactions to filling in the missing information: 1. (CH3)NH, [H*), heat 1. go 2. 2. H 3. 3. H,07...
Propose a stepwise mechanism for the following reaction of a B-keto ester. Suggest a reason why this rearrangement reaction occurs. [1] NaOET EtOH [2] H2O* Step [1]: 00: OET OS OCH CH O OH OCHCH CO2CH.CH v DE :0: LOE :: CO.CHCH OCH CH HOCH.CH Step (2]: OE CO_CHCH SH OEt :O: OCH CH3 :: OE: 70: : Et CO2CH2CH3 OCH₂CH₂ Step (3): Et0 :0 OE :0: 19:0: 1 OCH CH O OCH CH3 :0 OE 0 O: Et:0 CO.CH.CH...
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