Researcher

Anthony Shorrock

Objective

To observe the solubility of Ugi product UCExp237-1B (from UsefulChem Exp237 & Exp176C) in ten different solvents. (methanol, ethanol, tetrahydrofuran, acetonitrile, dimethylsulfoxide, dimethylformamide, 1,4-dioxane, benzene, toluene, and ether). [remember to also always give the first number this compound got the first time it was made and use that number in the solsum sheet - you will find the number on the isolated compounds page - I fixed this because I needed to make a plot - usually the researcher should fix this JCB]

Procedure

A total of ten vials were obtained, each numbered 1 through 10, before 0.01 grams of compound UCExp237-1B were added to each vial. Once the solute had been added, 300ul of a different solvent were added to each vial. vial #1 contained methanol, vial #2 contained ethanol, vial #3 contained tetrahydrofuran, vial #4 contained acetonitrile, vial #5 contained dimethylsulfoxide, vial #6 contained dimethylfomamide, vial #7 contained 1,4-dioxane, vial #8 contained benzene, vial #9 contained toluene, and vial #10 contained ether as the solvent. If 300ul of solvent completely dissolves the solute, more solute (237-1B) should be added. All ten vials were placed in a water bath at 41 degrees C and left overnight. Upon return, the water bath was reduced to 23 degrees C and the vials were left to cool to room temperature. Once at room temperature, all ten vials were vortexed allowing for a super-natant sample to be obtained. A NMR reading was then able to be taken of each super-natant sample.

Results


0715091834.jpg

[indicate in the log the name of this pic and when exactly it was taken JCB]

Spreadsheet UCExp127

Discussion

Summary of the solubility of Ugi product 237-1B-aka 176C (UC)
How does the solubility of this Ugi product compare with the solubility of other Ugi products in the solvents you worked with - Khalid.

Conclusion

[You have enough to conclude JCB]

Log


2009-07-15
16:30 - Labeled ten vials, numbered 1 through 10.
16:40 - Add 0.01 grams of compund 237-1B to each of the 10 vials.
17:00 - Add 300ul of methanol to vial #1.
17:06 - Add 300ul of ethanol to vial #2.
17:10 - Add 300ul of tetrahydrofurn to vial #3.
17:14 - Add 300ul of acetonitrile to vial #4.
17:20 - Add 300ul of dimethylsulfoxide to vial #5.
17:24 - Add 300ul of dimethylformamide to vial #6.
17:27 - Add 300ul of 1,4-dioxane to vial #7.
17:31 - Add 300ul of benzene to vial #8.
17:36 - Add 300ul of toluene to vial #9.
17:40 - Add 300ul of ether to vial #10.
17:45 - Add unknown amount of compound 237-1B to vials #3,5,6 and 7 because they were not saturated.
17:50 - All vials are saturated with compound 237-1B.
17:57 - Photo (figure #1) taken of all 10 vials saturated with compound 237-1B for observational purposes.
18:10 - Add labeled tags to all 10 vials.
18:23 - Leave all ten vials by the water bath and instructed to leave overnight.

2009-07-16
16:00 - Return to find vials had not been placed in warm water bath overnight.
16:05 - Replace existing tags with new labeled tags containing a longer string.
16:25 - Set the water bath to 41 degrees C.
16:28 - Place all ten vials into the water bath and let sit overnight.

2009-07-17
14:35 - All ten vials still soaking in the 41 degree C water bath.
14:40 - Observe the differences in the vials at 41 degrees C compared to room temperature. All of the solid compound 237-1B had dissolved completely into vials #5, #6, and #7. The remaining vials still contained precipitate after sitting in the 41 degree water bath overnight. The water bath was then set to 23 degrees C and the vials left inside to cool.
16:50 - Return once the water bath had been at a constant temperature of 23 degrees C for 30 minutes.
16:55 - Remove all ten vials from the water bath and make sure all vials contained precipitate from compound 237-1B.
17:01 - Vials #5, #6, and #7 still contained no precipitate, indicating that they were not saturated.
17:07 - Add an unknown amount of compound 237-1B to vial #5, #6, and #7 until they became saturated.
17:10 - Water bath set to 41 degrees C and vials #5, #6, and #7 left in the water bath overnight.
17:14 - Vials #1, 2, 3, 4, 8, 9, and 10 were centrifuged so the precipitate rests at the bottom of the vial, leaving the super-natant in the top of the vials.
17:25 - Vials #3 and #10 did not contain enough solvent to obtain a proper super-natant sample for a NMR reading.
17:31 - Add 150ul of tetrahydrofuran to vial #3.
17:34 - Add an unknown amount of ether to vial #10.
17:37 - Vials #3 and #10 were placed into the water bath with vials #5, #6 and #7 at 41 degrees C and left overnight.
17:40 - Add 500ul of (Chloroform)
17:42 - Add 50ul of super-natant from vial #1 into a NMR tube.
17:45 - Add 50ul of super-natant from vial #2 into a NMR tube.
17:49 - Add 50ul of super-natant from vial #4 into a NMR tube.
17:52 - Add 50ul of super-natant from vial #8 into a NMR tube.
17:56 - Add 50ul of super-natant from vial #9 into a NMR tube.
18:10 - Take NMR readings of vials #1, #2, #4, #8, and #9.


2009-07-20
16:45 - Return to find vials #3, #5, #6, #7, and #10 soaking in a water bath at 32 degrees C.
16:48 - Water bath set to 23 degrees C (room temp).

17:40 - Removed vials from the water bath.
17:43 - Centrifuged vials #3, #5, #6, #7 and #10, alternating the tubes into the centrifuge so that it remained balanced since there were an odd number of vials.
17:54 - Removed all vials from the centrifuge, taking care not to disturb the supernatant resulting from centrifugation.
18:01 - Cleaned and labeled 5 NMR tubes numbered 3, 5, 6, 7, and 10.
18:17 - Add 500ul of (Chloroform
***) to each of the 5 NMR tubes.
18:24 - Add 50ul of super-natant from vial #3 to corresponding NMR tube and capped.
18:27 - Add 50ul of super-natant from vial #5 to corresponding NMR tube and capped.
18:32 - Add 50ul of super-natant from vial #6 to corresponding NMR tube and capped.
18:37 - Add 50ul of super-natant from vial #7 to corresponding NMR tube and capped.
18:43 - Add 50ul of super-natant from vial #10 to corresponding NMR tube and capped.