11) Show how to synthesize 2-Methylhexanoic acid using the Malonic Ester Synthesis. Start with Diethyl propanedioate...
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...
6. Using either malonic ester synthesis or acetoacetic ester synthesis, outline a reaction scheme in each case to show how you will synthesize compounds A and B below. [Show all steps with structure of all intermediates and necessary reagents). A. 3-butyl-2-tetradecanone B. 2-propylpentadecanoic acid
Using curved arrows, show the mechanism of preparing 2-ethyl-3- methylbutanoic acid via the Malonic Ester Synthesis route.
10) Show how to synthesize 4-Phenyl-2-butanone using the Acetoacetic Ester Synthesis. Start with Ethyl 3-oxobutanoate (C6H1003).
Chapter 22: Mechanisms & the Malonic Ester Name: 1. Propose an arrow.pushing mechanism for the following reaction. Bry Br CH3 CH,COOH U 2. Using the malonic ester (diethyl malonate), synthesize 2-benzylbutanoic acid. ETODE CHAPTER QUESTIONS - CHAPTER 22 3. Using the malonic ester (diethyl malonate), synthesize cyclopentanecarboxylic acid. Eto OEt 4. Draw the structure of three moieties that can undergo decarboxylation. 38 Page
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)...
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
show how you would make this compound... 2. Show how you would make this compound by a malonic ester synthesis or an acetoacetic acid synthesis. 4-methylhexanoic acid
DQuestion 1 1 pts See Figure 11-1. To make Compound 1 using the malonic ester synthesis, you would react malonic ester with 1. base and 2. Select ] 3. base and 4 I Select l I Select ] D Question 2 1 pts See Figure 11-1. To make Compound 2 using the malonic ester synthesis, you would react malonic ester with 1. base and 2. Select 3. base and 4. I Select ]
10. Select the compound that can not be made using the malonic ester synthesis: O o O OH MeO OMe OH Ph ОН 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...