Objective

To ascertain the solubility of both furfurylamine Chemspider and 5-methyl-2-furanmethanamine Chemspider in methanol Chemspider.


Procedure

A solution of furfurylamine in methanol was prepared by addition of furfurylamine drop-wise, using a Pastuer pipette, to a one dram vial charged with 300μl of methanol. Also, a solution of methanol in furfurylamine was prepared by adding methanol drop-wise, using a Pastuer pipette, to a one dram vial charged with 300μl of furfurylamine. Stints of swirling were used during the make-up of both solutions so that the miscibility of both the furfurylamine in methanol and methanol in furfurylamine could be visually confirmed; and the concentration of pure furfurylamine could be taken as that of its saturated solution in methanol.
A solution of 5-methyl-2-furanmethanamine in methanol was prepared by addition of 5-methyl-2-furanmethanamine drop-wise, using a Pastuer pipette, to a one dram vial charged with 300μl of methanol. Also, a solution of methanol in 5-methyl-2-furanmethanamine was prepared by adding methanol drop-wise, using a Pastuer pipette, to a one dram vial charged with 300μl of 5-methyl-2-furanmethanamine. Brief stints of swirling were used during the make-up of both solutions so that the miscibility of both the 5-methyl-2-furanmethanamine in methanol and methanol in 5-methyl-2-furanmethanamine could be visually confirmed; and the concentration of pure 5-methyl-2-furanmethanamine could be taken as that of its saturated solution in methanol.


Observation

The progressive change in solution color of furfurylamine additions to methanol in vial 1 was observed. The color of vial 1 progressed from clear (simply methanol) to a yellow with the addition of a couple of droplets of furfurylamine. Further additions yielded a change from yellow-orange to a dark amber. Swirling of vial 1 showed no distinct layering of both components.
Pertaining to vial 2, the color progression occurred in an opposing manner from vial 1, from a dark-amber, to an orange (10 droplets), to a dark yellow (10-30 droplets), to lightening shades/tints of yellow (30-90 droplets). Again, no distinctly visible layers were observed.
There was a different color progression for vial 3, in that additions of 5-methyl-2-furanmethanamine to methanol yielded a change from clear to a pale yellow. The color progression for vial 4 was from a pale yellow to a clear-like color with a slight tint of yellow. No layers in the solutions were observed from both vials 3 & 4.


Discussion

When determining the solubility of a liquid solute in a liquid solvent, saturation can be easily observed by the viewing of the separation of components in differing layers. During the addition of both furfurylamine and 5-methyl-2-furanmethanamine into methanol yielded no separation into layers at anytime (even after swirling and allowing the components to settle). Furthermore, the use of a different combination of analysis (methanol into both furfurylamine and 5-methyl-2-furanmethanamine) yielded the same results.
The concentration of a saturated solution of furfurylamine in methanol and that of 5-methyl-2-furanmethanamine in methanol is similar to both furfurylamine and 5-methyl-2-furanmethanamine in their pure forms; which can be defined using their densities 1.099 g/mL (Source) and 0.9974 g/mL (Source), respectively. This is rationalized given the observation that all proportions of both furfurylamine and 5-methyl-2-furanmethanamine are soluble in methanol and that no matter the extent of volume of furfurylamine or 5-methyl-2-furanmethanamine added, the volume of methanol in the solution would henceforth be neglible. Therefore, the concentrations of pure furfurylamine and 5-methyl-2-furanmethanamine can be looked as the concentration of their saturated solutions in methanol; which were calculated to be 11.315M for furfurylamine and 8.97M for 5-methyl-2-furanmethanamine at room temperature.

Conclusion

Both furfurylamine and 5-methyl-2-furanmethanamine are completely miscible in a methanol solvent.

Results


Exp026.jpg

Spreadsheet

Log

2009-1-15

12:50 300μl of methanol was added to a one dram vial labeled "1".
12:54 Approximately 1mL of furfurylamine was added drop-wise to vial 1.
12:55 Vial 1 was swirled briefly to mix components together and to assure a homogenous mixture occurred.
12:59 300μl of furfurylamine was added into a one dram vial labeled "2".
13:01 Approximately 1mL of methanol was added drop-wise to vial 2.
13:03 Vial 2 was briefly swirled.
13:06 300μl of methanol was charged to a one dram vial labeled "3".
13:08 Approximately 1mL of 5-methyl-2-furanmethanamine was added drop-wise to vial 3.
13:08 Vial 3 was briefly swirled.
13:09 Checked if any layering had occurred with both vials 1 & 2 (No visible layers observed).
13:13 300μl of 5-methyl-2-furanmethanamine was charged to a one dram vial labeled "4".
13:15 Approximately 1mL of methanol was added drop-wise to vial 4.
13:16 Vial 4 was briefly swirled.
13:24 Photos of the vials were taken.


Tags


Compound
Inchi Key
Inchi
Furfurylamine
DDRPCXLAQZKBJP-UHFFFAOYAX
InChI=1/C5H7NO/c6-4-5-2-1-3-7-5/h1-3H,4,6H2
5-Methyl-2-Furanmethanamine
YSEAGSCGERFGBL-UHFFFAOYAH
InChI=1/C6H9NO/c1-5-2-3-6(4-7)8-5/h2-3H,4,7H2,1H3
Methanol
OKKJLVBELUTLKV-UHFFFAOYAX
InChI=1/CH4O/c1-2/h2H,1H3