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I just need the mechanism for the reaction. THe starting product is 1,7-dimethyl-heptanedioate, with the reagent NaOMe, and solvent ether.

I just need the mechanism for the reaction. THe starting product is 1,7-dimethyl-heptanedioate, with the reagent NaOMe, and solvent ether.

Chemistry
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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I just need the mechanism for the reaction. THe starting product is 1,7-dimethyl-heptanedioate, with the reagent NaOMe, and solvent ether. 

11-11: Dieckmann Reaction For this assignment, the target compound that you should synthesize is 2-oxo-cyclohexane carboxylic acid methyl ester. This is an intramolecular carbonyl addition variation. Examine the product and determine which ester is the nucleophile and which is the electrophile. Keep in mind the mechanism and that you need to acidify the intermediate in order to isolate a neutral product. Synthesis Procedures 1. Start Virtual ChemLab and select Dieckmann Reaction from the list of assignments on the whiteboard. After entering the synthesis laboratory, use the available reagents on the stockroom shelf, identify the appropriate starting materials required to synthesize the target compound and add them to the round bottom flask. Select the appropriate solvent and drag the flask to the Stir Plate on the lab bench. 2. The round bottom flask containing the starting materials should now be on the stir plate, and the contents of the flask should be visible on the chalkboard. From the group of reagents found on the lab bench, select the correct reagent to synthesize the target compound and add it to the flask on the stir plate. Now attach the heater, condenser, and N2 gas to the round bottom flask so the reaction mixture can be heated. 3. Start the reaction by clicking on the Stir button on the front of the stir plate. You should be able to observe the reaction mixture stirring in the flask. Monitor the progress of the reaction using TLC measurements as necessary until the product has formed and the starting materials have been consumed. You can advance the laboratory time using the clock on the wall. With the electronic lab book open (click on the lab book on the stockroom counter), you can also save your TLC plates by clicking Save on the TLC window. 4. When the reaction is complete, "work up" your reaction by first dragging and dropping the separatory funnel on the flask and then adding H;0 to the funnel. Extract the organic layer in the funnel by clicking on the top layer and dragging it to the cork ring on the lab bench. Your target compound should now be in this flask. List the starting materials, solvent, reagent, and products formed: How long did it take to finish the reaction? - What are the TLC values (R) for (a) Starting Materials: , (b) Products: Write a mechanism for this reaction:
Transcribed Image Text:11-11: Dieckmann Reaction For this assignment, the target compound that you should synthesize is 2-oxo-cyclohexane carboxylic acid methyl ester. This is an intramolecular carbonyl addition variation. Examine the product and determine which ester is the nucleophile and which is the electrophile. Keep in mind the mechanism and that you need to acidify the intermediate in order to isolate a neutral product. Synthesis Procedures 1. Start Virtual ChemLab and select Dieckmann Reaction from the list of assignments on the whiteboard. After entering the synthesis laboratory, use the available reagents on the stockroom shelf, identify the appropriate starting materials required to synthesize the target compound and add them to the round bottom flask. Select the appropriate solvent and drag the flask to the Stir Plate on the lab bench. 2. The round bottom flask containing the starting materials should now be on the stir plate, and the contents of the flask should be visible on the chalkboard. From the group of reagents found on the lab bench, select the correct reagent to synthesize the target compound and add it to the flask on the stir plate. Now attach the heater, condenser, and N2 gas to the round bottom flask so the reaction mixture can be heated. 3. Start the reaction by clicking on the Stir button on the front of the stir plate. You should be able to observe the reaction mixture stirring in the flask. Monitor the progress of the reaction using TLC measurements as necessary until the product has formed and the starting materials have been consumed. You can advance the laboratory time using the clock on the wall. With the electronic lab book open (click on the lab book on the stockroom counter), you can also save your TLC plates by clicking Save on the TLC window. 4. When the reaction is complete, "work up" your reaction by first dragging and dropping the separatory funnel on the flask and then adding H;0 to the funnel. Extract the organic layer in the funnel by clicking on the top layer and dragging it to the cork ring on the lab bench. Your target compound should now be in this flask. List the starting materials, solvent, reagent, and products formed: How long did it take to finish the reaction? - What are the TLC values (R) for (a) Starting Materials: , (b) Products: Write a mechanism for this reaction:
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