Exp152

=Researchers=
 * Hai Truong and Khalid Mirza**

=Objective= To find the affect of imminium (of phenanthrene-9-carboxaldehyde+ furfurylamine+phenylacetic acid) on the solubility of the Ugi product UCExp17C in benzene. Co-solutes a) phenanthrene-9-carboxaldehyde+ furfurylamine+phenylacetic acid (0.5M, 0.3M, 0.1M, 0.08M, 0.06M and 0.04M) in both benzene and methanol

=Procedure= A) **152A**- **0.5M** : Weigh out fufurylamine (2.5mmol, 243mg) in a 5mL volumetric flask. Add a small volume of benzene to it. Then weigh out phenanthrene-9-carboxaldheyde (2.5mmol, 516mg) and add it to the amine/benzene solution, This is imine/benzene solution. Then weigh out phenylacetic acid (2.5mmol, 340mg)and add it to the imine/benzene solution. Make it up to the mark with benzene. Use this as a stock solution- **152A**.-0.5M

Perform dilutions
 * 152B** - 0.30M- Pipette out 600uL of 152A in to a 1mL volumetric flask and make it up to the mark with benzene
 * 152C** - 0.10M - Pipette out 200uL of 152A in to a 1mL volumetric flask and make it up to the mark with benzene
 * 152D** - 0.08M - Pipette out 160uL of 152A in to a 1mL volumetric flask and make it up to the mark with benzene
 * 152E** - 0.06M - Pipette out 120uL of 152A in to a 1mL volumetric flask and make it up to the mark with benzene
 * 152F** - 0.04M - Pipette out 80uL of 152A in to a 1mL volumetric flask and make it up to the mark with benzene

Apart from these samples also run blanks with just benzene and Ugi product UC176C (2 runs)

=Results=  [|Spreadsheet ONSCExp152-ii]

=Discussion=

=Conclusion=

=Log= 12:02 In 5mL volumetric flask, weighed out exactly 243mg fufurylamine in the flask. Added small amount of benzene. 12:10 Weight out 516mg phenathrene-9-carboxaldehyde and put into the 5ml flask above. Added small amount of benzene. At this point, the solution is the flask is amine/benzene solution. 12:15 Weight out 340mg phenylacetic acid and added to the 5ml flask above. Added more benzene to make it to the mark. This solution (in 5ml volumetric flask) is labeled 152A- 0.5M as stock solution 12:30 Took out __//five 1ml volumetric flasks//__. Label from B,C,D,E,F. 12:35 In flask B: pipetted out 600uL of 152A in to flask B and make it up to the mark with benzene. The concentration of solution is 0.30M In flask C: pipetted out 200uL of 152A in to flask C and make it up to the mark with benzene. The concentration of solution is 0.10M In flask D: pipetted out 160uL of 152A in to flask D and make it up to the mark with benzene. The concentration of solution is 0.08M In flask E: pipetted out 120uL of 152A in to flask E and make it up to the mark with benzene. The concentration of solution is 0.06M In flask F: pipetted out 80uL of 152A in to flask F and make it up to the mark with benzene. The concentration of solution is 0.04M 12:50 Took out 8 half dram vials and labeled A,B,C,D,E,F,G and H. Then For vial A: put 500ul of solution 152A into vial A and put small amount of Ugi 176C so that there are still some solid remained in the solution. For vial B: put 500ul of solution from flask B into vial B and put small amount of Ugi 176C so that there are still some solid remained in the solution. For vial C: put 500ul of solution from flask C into vial C and put small amount of Ugi 176C so that there are still some solid remained in the solution. For vial D: put 500ul of solution from flask D into vial D and put small amount of Ugi 176C so that there are still some solid remained in the solution. For vial E: put 500ul of solution from flask E into vial E and put small amount of Ugi 176C so that there are still some solid remained in the solution. For vial F: put 500ul of solution from flask F into vial F and put small amount of Ugi 176C so that there are still some solid remained in the solution. For vial G: put 500ul of pure benzene into vial G and put small amount of Ugi 176C so that there are still some solid remained in the solution. - blank solution For vial H: put 500ul of pure benzene into vial H and put small amount of Ugi 176C so that there are still some solid remained in the solution. - blank solution 13:20 Parafilmed all vials. 13:45 Put all vials in the Lauda cooling/heating bath. The temperature in the bath is 40C 11:10 Changed the temperature setting of the water-glycol to 25C. 16:10 Removed the vials from the temperature control bath and centrifuged them...Sample vial **152A** had leaked out..the solution in the vial has therefore been discarded. 16:20 Obtained six one dram vials and transferred out approximately 400uL DMSO0d6 in to them and labeled **B2 through H2** 17:00 After centrifuging the half dram vials B through H, carefully transferred out approximately 200uL supernatant from each into corresponding '2' series vials. The resulting solutions in one dram vials with DMSO-d6 are labeled **ONSCExpB through ONSCExp152H** 20:45 Completed obtaining HNMRs of the samples.
 * 12-04-2009**
 * 12-05-2009**