Exp188

=Objectives= =Procedure= To two one dram vials, charged with methanol (1mL), 4- (trifluoromethyl benzaldehyde (0.25mmol), respective amines (0.25mmol), methactrylic acid (0.25mmol) and t-butyl isocyanide (0.25mmol) was added in that order. After each addition, the resulting solution was vortexed for 15 seconds and confirmed that a homogeneous solution had been obtained. The vial was capped tight and left at room temperature.. (0.25mmol-34.1uL) || 5-Methylfurfurylamine (0.25mmol-27.8L) || Methacrylic acid (0.25mmol-21.2uL) || t-butylisocyanide (0.25mmol-28.2uL) || N || (0.25mmol-34.1uL) || Benzylamine (0.25mmol-27.3uL) || Methacrylic acid (0.25mmol-21.2uL) || t-butylisocyanide (0.25mmol-28.2uL) || N || (0.25mmol-34.1uL) || t-butylamine (0.25mmol- 26.2uL) || Methacrylic acid (0.25mmol-21.2uL) || t-butylisocyanide (0.25mmol-28.2uL) || N ||
 * To study the effect of concentration on the precipitation of ugi product
 * To synthesize three Ugi adduct s from in methanol using Ugi 4CR following Explan005. If solid products are obtained, the experiment will serve as a template for an automated run. This experiment is a follow-up of Exp185 and Exp 187 varying the concentrations of the reagents used.
 * Sample ID || Aldehyde || Amine || Acid || Isocyanide || Ppt (Y/N) & Yield ||
 * 188-1 || 4- (trifluoromethyl) benzaldehyde
 * 188-2 || 4- (trifluoromethyl) benzaldehyde
 * 188-3 || 4- (trifluoromethyl) benzaldehyde

Results

 * Exp ID || Day1 || Day-4 || Final ||
 * 188-1 || [[image:188-1day1.JPG width="50" height="50" link="http://usefulchem.wikispaces.com/space/showimage/188-1day1.JPG"]] || [[image:188-1day4.JPG width="50" height="50" link="http://usefulchem.wikispaces.com/space/showimage/188-1day4.JPG"]] || No Ppt ||
 * 188-2 || [[image:188-2day1.JPG width="50" height="50" link="http://usefulchem.wikispaces.com/space/showimage/188-2day1.JPG"]] || [[image:188-2day4.JPG width="50" height="50" link="http://usefulchem.wikispaces.com/space/showimage/188-2day4.JPG"]] || No Ppt ||
 * 188-3 || [[image:188-3day1.JPG width="50" height="50" link="http://usefulchem.wikispaces.com/space/showimage/188-3day1.JPG"]] || [[image:188-3day4.JPG width="50" height="50" link="http://usefulchem.wikispaces.com/space/showimage/188-3day4.JPG"]] || No Ppt ||

Discussion
After 8 days of monitoring..no precipitate is observed. However sample 188-2 formed solid precipitate after 5 days when a higher concentration of reagents was used Exp187.

Conclusion
The conditions and reagent concentrations used is unsuitable to precipitate a ugi product for the given samples.

2008-05-08
19:00 Added methanol (1mL) to three small vials labelled 188-1, 188-2 and 188-3. Then added 4- (trifluoromethyl) benzaldehyde to each vial, vortexed for 15s each. This was followed by the addition of respective amines (from the table above) to each vial, vortexed for 15s..then added methacrylic acid to each, vortexed 15s each and finally t-butyl isocyanide was added to the vials..vortexed for 15s. 20:30 Obtained pictures of the vials. (series - Day 1)

2008-05-09
10:00 Obtained pictures of the vials. (series - Day 4)

Tags

 * Chemical || Inchi || Inchikey ||
 * [|4- (trifluoromethyl benzaldehyde] || [|InChI=1/C8H5F3O/c9-8(10,11)7-3-1-6(5-12)2-4-7/h1-5H] || [|BEOBZEOPTQQELP]-[|UHFFFAOYAG] ||
 * [|5-Methylfurfurylamine] || [|InChI=1/C6H9NO/c1-5-2-3-6(4-7)8-5/h2-3H,4,7H2,1H3] || [|YSEAGSCGERFGBL]-[|UHFFFAOYAH] ||
 * [|Benzylamine] || [|InChI=1/C7H9N/c8-6-7-4-2-1-3-5-7/h1-5H,6,8H2] || [|WGQKYBSKWIADBV]-[|UHFFFAOYAL] ||
 * [|tert-butylamine] || [|InChI=1/C4H11N/c1-4(2,3)5/h5H2,1-3H3] || [|YBRBMKDOPFTVDT]-[|UHFFFAOYAT] ||
 * [|Methacrylic acid] || [|InChI=1/C4H6O2/c1-3(2)4(5)6/h1H2,2H3,(H,5,6)] || [|CERQOIWHTDAKMF]-[|UHFFFAOYAE] ||
 * [|t-butyl isocyanide] || [|InChI=1/C5H9N/c1-5(2,3)6-4/h1-3H3] || [|FAGLEPBREOXSAC]-[|UHFFFAOYAL] ||
 * [|188-2] || [|InChI=1/C24H27F3N2O2/c1-16(2)22(31)29(15-17-9-7-6-8-10-17)20(21(3 ​0)28-23(3,4)5)18-11-13-19(14-12-18)24(25,26)27/h6-14,20H,1,15H2,2​ -5H3,(H,28,30)] || [|KPGSTEQWODPHDS]-[|UHFFFAOYAL] ||
 * [|188-1] || [|InChI=1/C23H27F3N2O3/c1-14(2)21(30)28(13-18-12-7-15(3)31-18)19(20 ​(29)27-22(4,5)6)16-8-10-17(11-9-16)23(24,25)26/h7-12,19H,1,13H2,2​ -6H3,(H,27,29)] || [|SAWKKHAHHFXDJA]-[|UHFFFAOYAY] ||
 * 188-3 || [|InChI=1/C21H29F3N2O2/c1-13(2)18(28)26(20(6,7)8)16(17(27)25-19(3,4)5)14-9-11-15(12-10-14)21(22,23)24/h9-12,16H,1H2,2-8H3,(H,25,27)/i1-12,2-12,3-12,4-12,5-12,6-12,7-12,8-12,9-12,10-12,11-12,12-12,13-12,14-12,15-12,16-12,17-12,18-12,19-12,20-12,21-12,22-19,23-19,24-19,25-14,26-14,27-16,28-16] ||  ||