Researcher

Matthew McBride

Objective

To determine the solubility of trans-dibenzalacetone in methanol, cyclohexanol and acetonitrile using SAMS HNMR and the Shake Plate Method of dissolving.

Procedure

Results

SAMS Sheet 1 - solubility in methanol: Vial 1
48 Hours: 0.125M at 25°C
72 Hours: 0.120M at 25°C

SAMS Sheet 2 - solubility in cyclohexanol: Vial 2
72 Hours: 0.148M at 25°C
6 Days: 0.130M at 24°C

SAMS Sheet 3 - solubility in acetonitrile: Vial 3
48 Hours: 0.545M at 25°C
72 Hours: 0.648M at 25°C

Discussion

Conclusion

Log

2012-07-03

15:48 0.1226 g of Product B from EXP307 was placed in Vial 1.
15:51 0.1293 g of the crystals were placed in Vial 2.
15:54 0.1230 g of of the crystals were placed in Vial 3.
15:57 Approximately 0.5 mL of methanol was added to Vial 1. The crystals remained visible, but clumped together and did not spread out into the solution.
16:01 Approximately 0.5 mL of cyclohexanol was added to Vial 2. Crystals remained visible.
16:03 Approximately 0.5 mL of acetonitrile was added to Vial 3. All of the crystals appeared to enter the solution, so 0.035 g of additional crystals were added to the vial. Crystals were visible.
16:10 Each of the 1-dram screw cap vials were capped, sealed with parafilm and secured in a vertical position on the shake plate.

2012-07-05

10:48 Removed the vials from the shake plate. Set the vials on the lab counter to cool to room temperature (lab temperature was 25°C). A large clump of crystals was visible in Vial 1 - all of the crystals had clumped together and were not dispersed throughout the solution. Vial 2 contained a thick solution with crystals, but the crystals were not settling to the bottom of the flask, but remaining mixed in the solution. A small amount of crystals was visible at the bottom of Vial 3.
13:52 Large clump of crystals present in Vial 1. Crystals still not separating in the solution of Vial 2. Solid was visible on the bottom of Vial 3. Took Picture #1 of the vials.
17:05 Added approximately 0.5 mL of CDCl3 into a 1-dram snap cap vial. A few drops of the supernatant from Vial 1 was added to this vial and the solution was added to NMR Tube 1. Added approximately 0.5 mL of CDCl3 into another 1-dram snap cap vial. A few drops of the supernatant from Vial 3 was added to the vial and the solution was added to NMR Tube 2. The two samples were analyzed by 500MHz HNMR and the files of the spectrums were saved as ONSEXP311Vial1_24Hours and ONSEXP311Vial3_24Hours.
18:18 Vials 1, 2 and 3 were sealed with parafilm and secured in a vertical position on the shake plate and turned on.

2012-07-06

10:48 Vials 1, 2 and 3 were removed from the shake plate. The crystals were visible in each vial and placed on the lab counter to cool (lab temperature was 25°C).
11:57 To separate the supernatant from the crystals, Vial 2 was centrifuged for 5 minutes. The crystals were then on the bottom of the vial.
13:34 The supernatant from Vial 1 was added to the inner coaxial NMR Tube 3. The crystals were clumped together in a disc shape at the bottom of Vial 1.
13:38 The supernatant from Vial 3 was added to the inner coaxial NMR Tube 4.
13:42 Added approximately 0.5 mL of CDCl3 to a 1-dram snap cap vial. A few drops of the supernatant from Vial 2 was added to the vial and the solution was added to the normal (not coaxial) NMR Tube 5. The crystals had almost completely separated and were visible on the bottom of the flask. It is possible that there were a few crystals remaining in the supernatant.
13:46 Some crystals were observed to be present in NMR Tube 4.
15:24 NMR Tubes 3,4 and 5 were analyzed by 500MHz HNMR and the files of the spectrums were saved as ONSEXP311Vial1_72hours, ONSEXP311Vial2_72hours and ONSEXP311Vial3_72hours.
15:26 Vial 2 was sealed with parafilm and secured vertically on the shake plate. The shake plate was turned on.

2012-07-09

10:52 Vial 2 was removed from the shake plate. Crystals were visible in the solution, but the crystals were not settling to the bottom of the vial. The vial was placed on the lab counter to cool to room temperature (lab temperature was 24°C).
15:38 Vial 2 was centrifuged for 5 minutes to settle the crystals to the bottom of the vial and separate from the supernatant.
15:47 A few drops of the supernatant from Vial 2 was added 0.5 mL of CDCl3 in a 1-dram snap cap vial and the solution was transferred to NMR Tube 1.
15:55 The solution was analyzed by 500MHz HNMR and the file of the spectrum was saved as ONSEXP311Vial2_6days.