Exp101

Researcher
David Bulger

Objective
To determine the solubility of 4-pyrenebutanoic acid in a 0.4347:1.000 solution of THF:ethanol or make a 0.6 M solution and confirm the SAMS method with this known solution.

Procedure
A 0.6 M solution of 4-pyrenebutanoic acid in 0.4347:1.000 solution of THF:ethanol was made. The 0.4347:1.000 solution of THF:ethanol was made by adding 869.4 uL of THF to 2 mL of ethanol in a 1-dram vial. The solution was then pipeted into a 2-mL volumetric flask containing 1.2 mmol (346.0 mg) pyrenebutanoic acid up to the 2-mL mark. Thus, a 0.6 M solution was made.

NMR
[|ONSC101-1] [|ONSC101-2R] [|ONSC101-3] [|Raw JCAMP-DX file for ONSC101-1] [|Raw JCAMP-DX file for ONSC101-2R] [|Raw JCAMP-DX file for ONSC101-3]

Pictures
[|ONSC101-1] [|ONSC101-2] [|ONSC101-3] [|ONSC101-4] [|ONSC101-5] [|ONSC101-6] [|ONSC101-7] [|ONSC101-8] [|ONSC101-9] [|ONSC101-10] [|ONSC101-11] [|ONSC101-12] [|ONSC101-13] [|ONSC101-14]

Spreadsheets
[|ONSC101-SAMS] [|ONSC101-IS] - Note: I think I did the calculations wrong for the internal standard. media type="googlespreadsheet" key="rGCsy4lV_Vwk5jo2Ws4vUWg" width="900" height="300" media type="googlespreadsheet" key="roH6CdOt1JrIPoC1rJUWD8w" width="900" height="300"
 * [I don't think you properly modified the SAMS calculation cells to account for 2 solvents JCB]** I think I fixed the problem.**[No not fixed - the volume of each solvent needs to be calculated separately then added JCB]** I calculated each solvent separated and weighted their solubility measurements according to the ratio and added them together again.

Solubility

 * Sample || Solute Peak || Solvents || Internal Standard || SAMS Solubility Measurement (__M__) ||
 * [|ONSC101-1] || 2nd Methylene || THF:Ethanol || 1,2-dichloroethane || 0.51 ||
 * [|ONSC101-2R] || 2nd Methylene || THF:Ethanol || 1,2-dichloroethane || 0.53 ||
 * [|ONSC101-3] || 2nd Methylene || THF:Ethanol || 1,2-dichloroethane || 0.51 ||

Discussion
Since the solute didn't dissolve completely, it is surprising that the solubility was measured to be close to 6 __M__. The solubility measurement of 0.53 __M__ is As the solubility of 4-pyrenebutanoic acid was found in ONSCEXP061 to be 0.06 __M__ in ethanol and in ONSCEXP091 to be 0.55 __M__ in THF, it is also surprising how close the solubility measurements were to the THF measurement of 0.55 __M__. The internal standard calculations seems to be quite off and should be disregarded until a solution is found.

Conclusion
//Previous Calculation method->(The solubility was found to be approximately 0.39 __M__.)// **[This number is not calculated correctly so cannot be used JCB]**

With the attempt to correct the analyses, the solubility of 4-pyrenebutanoic acid in a 0.4347:1.000 solution of THF:ethanol was measured to be **0.51-0.53 __M__.**

Log
2009-05-27 18:49 Weighed 2-mL volumetric flask (18.119 6 g) 18:50 Added 346.0 mg of 4-pyrenebutanoic acid to volumetric flask 19:06 Weighed volumetric flask (18:465 6 g) 19:08 Photos ([|ONSC101-1], [|ONSC101-2]) 19:09 Added 869 uL of THF and 2 000 uL of ethanol to 1-dram vial labeled ONSC101-1A 19:13 Vortexed ONSC101-1A for 30 sec 19:14 Photo ([|ONSC101-3]) 19:15 Added solution from ONSC101-1A to volumetric flask up to 2-mL mark 19:17 Vortexed for 10 sec to remove air bubbles 19:18 Added solution from ONSC101-1A to volumetric flask up to 2-mL mark 19:20 Vortexed for 10 sec 19:20 Added solution from ONSC101-1A to volumetric flask up to 2-mL mark 19:21 Vortexed for 10 sec 19:22 Photo ([|ONSC101-4]) 19:22 Parafilmed and added copper wire support 19:25 Began sonication (25 degrees Celsius) 20:00 Removed from sonicator (35 degrees Celsius) 20:02 Photo (__ ONSC101-5 __) 20:25 Vortexed for 30 sec 20:26 Photo ([|ONSC101-6]) 20:28 Transferred solution to 1-dram vial 20:31 Photo ([|ONSC101-7]) 20:32 Centrifuged for 3 min 20:37 Photo ([|ONSC101-8]) 20:38 Transferred solution to 1-dram vial 20:40 Photo ([|ONSC101-9]) 20:41 Centrifuged for 3 min 20:46 Photo ([|ONSC101-10]) 20:47 Transferred solution to 1-dram vial 20:48 Photo ([|ONSC101-11]) 20:49 Centrifuged for 3 min 20:55 Photo ([|ONSC101-12]) 20:56 Cleaned NMR tubes, dried, and labeled (101-1, 101-2, 101-3) 21:30 Added 700 uL of DMSO-d6 to three vials labeled 101-1P, 101-2P, 101-3P 21:32 Added 10 uL of 1,2-dichloroethane 21:34 Added 100 uL of saturated solution to vials with pipet in the solution in the vial as dispensing to avoid evaporation 21:37 Vortexed for 30 sec 21:39 Photo ([|ONSC101-13]) 21:40 Transferred solutions to corresponding NMR tubes and parafilmed (NMR tube 101-2 broke while parafilming; transferred solution to another NMR tube labeled 101-2R) 21:52 Photo ([|ONSC101-14]) 22:00 NMR collected for three samples ([|ONSC101-1], [|ONSC101-2R], [|ONSC101-3])