Skip to main content
Wikispaces Classroom is now free, social, and easier than ever.
Try it today.
Pages and Files
UC on ChemSpider
Alicia's Masters Thesis
Open Web Drug Dev.
To Do List
Ugi NMR Analysis
To synthesize 42 Ugi products in parallel using Mettler Toledo's MiniMapper and MiniBlock system. Six experiments will be repeated in order to verify the consistency.
A:10; F:3 [2,4-dimethylbenzaldehyde(comp#5); 5-methylfurfurylamine(comp#12)]
A:8; G:8 [benzaldehyde(comp#4); t-butylamine(comp#11)]
A:2; B:3 [m-anisaldehyde (comp#1); methylamine(comp#8)]
A:12; H:11 [o-tolualdehyde(comp#6); 2-chloroaniline(comp#13)]
A:4; C:8 [p-anisaldehyde (comp#2); cyclohexylamine(comp#9)]
A:6; D:11 [p-tolualdehyde(comp#3); n-propylamine(comp#10)]
Spreadsheet of the Experimental data
It is hard to tell from the images if there is precipitate - does physically inspecting the tubes indicate that there is more precipitate than appears in images?
- I did not see anymore ppts than seen from the pics.
Is there any reason to expect the Ugi products resulting from the reactions with significant precipitates to be insoluble in CDCl3? What other chemistry might be going on with the acid you're using to give insoluble products?
The results are not meaningful because the liquid handler was possibly not properly programmed.
08:00 - 16:00 Performed the experiment, after mixing all the components no reaction tube has any solid in it
08:00 Made-up 2M solutions of the reactants in methanol.
10:00 Weighed all the reaction tubes..
15:15 Left the miniblock on the shaker..600rpm
12:30 The reaction tubes have been on the shaker until now...stopped the shaker and obtained a picture..3rd day.
12:35 Placed the miniblock back on the shaker (600rpm)
12:38 Obtained a pic of the miniblock observed precipitates in D:7 and E:10 (Day 4).
10:26 Obtained a pic of the miniblock (Day 8)
10:30 Vacuumed off excess solvent from the reaction tubes.
10:43 Obtained another pic of the dry reaction mixtures.
10:52 Completed adding methanol (500uL) to reaction tube and set the miniblock on the shaker.
11:10 Removed from the shaker and vacuumed off solvent form the reaction tubes, and added methanol (500uL) for a second wash and set the miniblock on the shaker again.
11:20 Removed from the shaker and vacuumed off solvent form the reaction tubes- left the reaction tubes connected to the house-vh:ac for drying.
18:00 Removed from vacuum and weighed the tubes.... just D:7 and E:10 contained some significant amount of precipitates.
19:00 The precipitates from D:7 and E:10 remained insoluble in CDCl3.
20:00 These ppts were left under vacuum to evaporate CDCl3.
10:20 Tried to dissolve the ppts obtained in DMSO-d6.D:7 and E:10 remained sparingly soluble in DMSO-d6 too....however got a HNMR of E10 - (
pls show NMR
)......after getting an HNMR added D2O (500uL)..still insoluble...
help on how to format text
Turn off "Getting Started"