Chapter 22: Mechanisms & the Malonic Ester Name: 1. Propose an arrow.pushing mechanism for the following...
3:48 PM Sun Mar 29 TOO + Chapter 22: Mechanisms & the Malonic Ester Name: Parlu 1. Propose an arrow.pushing mechanism for the following reaction contro la 2. Using the malonic ester (diethyl malonate), synthesize 2-benzylbutanoic acid. CHAPTER QUESTIONS - CHAPTER 22 3. Using the malonic ester (diethyl malonate), synthesize cyclopentanecarboxylic acid. 4. Draw the structure of three moieties that can undergo decarboxylation. 38 Parte
The Malonic Acid synthesis is similar to the Acetoacetic Ester synthesis It uses diethyl malonate as the main starting material Draw the structure of diethyl malonate (malonic ester) Diethyl malonate can be hydrolyzed back to malonic acid and if heat is applied after the hydrolysis, will decarboxylate. Draw the mechanism for this transformation starting with malonic acid. Indicate the new C-C bonds in each molecule and then provide the organohalides which were used to synthesize each compound using the malonic...
uue Malonic Ester Propose an arrow-pushing mechanism for the following reaction. Name: H₃ Br2 CH,COOH ROH
Please show the entire mechanism for this problem, thank you! 46) Malonic ester (diethyl malonate) is treated successively with sodium ethoxide (1 eq.), 1- bromopentane, potassium tert-butoxide, iodomethane, hot aqueous NaOH, HCl, and heat. What is the final product? a) 2-Methylheptanoic acid b) 3-Methylhexanoic acid c) 3-Methylpentanoic acid d) 2-Methylpentanoic acid e) Ethyl 2-methylheptanoate 47) What would be the major product of the following reaction sequence? 1. BH PCC 1. LDA (-78°C) 2. H,02, OH CH,C12 2. CH3CH,Br ఎంత a)...
Diethyl malonate can be prepared by the following reaction sequence. Draw the structures of each of the missing intermediates in the boxes provided. 4. |сH,сH он. 1. Bry PBr3 OH 2. H2O не На NaCN HSO NC CH CH-OH осH сH, CH2 HQ, heat CH2 HCl OEt Et0 How would you prepare each of the following compounds using either an acetoacetic ester synthesis or a malonic ester synthesis? Show all intermediate structures and all reagents 5. COOH
Propose a synthesis of the following derivative of diethyl malonate using reagents from the choices provided below. (From the choices provided, list the reagent(s) in order that will accomplish this transformation. No more than 4 steps are required. List your answer as a single letter (single-step transformation) or a series of letters (multi-step transformation) with no commas separating them.) Reagents available a. Eto Na g. CH2=CHCH=CHCH,Br b. CH3 CH2Br c. CH3 CH, CH, CH(CH3)Br d. (CH3)2 CHCH, CH,Br e. CH3...
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...
Chapter 19: Mechanisms Name: 1. Propose a mechanism that shows how the nitrile is converted into the imine intermediate shown below. CEN H30* DIBALH H Н intermediate
Organic Chem 142-01 2015 Dec 10 Name 6.Synthesis. Show how any THREE of the following compounds could be prepared, starting with benzene, toluene, cyclohexanol, or diethyl malonate, and any other necessary reagents. era mixture will give only the paroisomer) 18 points each CHO NHAc CO H оме Br NO2 7 of 9 Organic Chem 142-01 Name 2015 Dec 10 7. Write out THREE of the following reaction mechanisms. [10 points each] (a) Conversion of cyclopentanone to the oxime N-OH HCI...
Please give a detail mechanism of 22-29 22. What is the major organic product obtained from the following reaction? 1. NalH 2 CHỊCH CHỊCH EM a. l-methyl-4-nonyne b. 2-methyl-4-nonyne c. 2-methyl-3-nonyne d. 3-methyl-4-nonyne ANSWER: d 23. What is the major organic product obtained from the following reaction? Br. CH, C=C=CH CH, CH,COOH, LIBE - a. (E) 1.2-dibromobutene b. (Z) 1,2-dibromobutene c. (E) 2,3-dibromobutene d. (Z) 2,3-dibromobutene ANSWER: C 25. What is the major organic product obtained from the following reaction?...