VCL 4-7: Amine Formation For this assignment, the target compound that you shoul

Question

VCL 4-7: Amine Formation For this assignment, the target compound that you should synthesize is benzyl-disopropylamine. This is a substitution reaction. Examine the product and determine which bonds may be formed in the process Select the location of potential leaving groups Synthesis Procedures 1. Start Virtual ChemLab and select Amine Formation from the list of assignments in the electronic workbook. After entering the organic laboratory, go to the stockroom by clicking inside the Stockroom window. Next, select a round bottom flask and place it on the cork ring on the stockroom counter. Using 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 click on the green Return to Lab arrow to return to the laboratory 2. The round bottom flask containing the starting materials should now be on the stir plate. Click on the handle located in the upper right corner of the laboratory to pull down the TV. The TV should already be in Tutorial mode and the starting materials and solvent should be listed. 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 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 beern 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 lab bench), 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 (located in a drawer) on the flask and then adding H:0 the funnel Extracit the organic layer in the funnel by elicking on the top layer and dragging it to the cork ring on the lab hench Your targe 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 Write a mechanism for this reaction (b) Products

Explanation / Answer

There can be different routes to this synthesis. So, it depends on what reagents are available in the laboratory.

One can react benzyl bromide and diisopropylamine in a SN2 type reaction to get the target compound. A base can be used for better yield which may be K2CO3. The solvents which may be used are DCM or chloroform.

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