Exp252

=Objective= To study the kinetics of a Ugi reaction in benzene by NMR; the Ugi product was first synthesized in UsefulChem Exp176.

=Procedure= In to a clean and dry NMR tube weigh //phenanthrene-9-carboxaldehyde// (**0.25mmol, 52mg**), pipette out benzene (**505uL**) in to the tube. [**0.46M**]. Obtain HNMR. Add //furfurylamine// (**0.25mmol, 22.3uL**) to the tube. Obtain HNMR. Add //phenylacetic acid// (**0.25mmol, 34mg**) to the tube, sonicate for 10min to dissolve the solid. Obtain HNMR. Wait for 3h, in order to establish an equilibrium. Add //n-butylisocyanide// (**0.25mmol, 26.4uL**). Obtain HNMRs every few min, possibly (0, 2, 4, 8, 16, 32, 64, 128, 256, 512min, and as much as possible) aldehyde+benzene = 547.73uL amine = 22.3uL acid = 29.21uL isocyanide = 26.4uL Total = 625.638uL Concentration = 0.25/0.625 = **0.403M**
 * Final Conc Estimation**

=Results= =Discussion= =Conclusion= =Log= 19:10 Weighed out phenanthrene-9-carboxaldehyde (0.25mmol, 52mg) in to a clean and dry NMR tube. Pipetted out benzene (505uL) in to the NMR tube. Vortexed the solution (in the tube) until the solid dissolved, the tube had been capped tightly while it was vortexed 19:20 Obtained HNMR of the solution, after placing an NMR coaxial insert containing DMSO-d6 inside the tube containing the solution. 19:39 Pipetted out fufurylamine (0.25mmol, 22.3uL) in to the NMR tube containing the aldehyde solution, the resulting solution is now called **UCExp252-1A**. 19:44 Obtained HNMR of UCExp252-1A - **UCExp252-1A**-5min 19:56 Obtained HNMR of UCExp252-1A - **UCExp252-1A**-17min 20:07 Obtained HNMR of UCExp252-1A - **UCExp252-1A**-28min 20:23 Obtained HNMR of UCExp252-1A - **UCExp252-1A**-44min 20:31 Obtained HNMR of UCExp252-1A - **UCExp252-1A**-52min 20:39 Obtained HNMR of UCExp252-1A - **UCExp252-1A**-60min 06:45 Weighed out phenylacetic acid (0.25mmol, 34mg) 07:03 Obtained HNMR of UCExp252-1A - **UCExp252-1A**-11h24min 07:15 Obtained HNMR - **UCExp252-1A**-11h36min 07:22 Obtained HNMR - **UCExp252-1A**-11h43min 07:32 Added phenylacetic acid (34mg) to the tube containing UCExp252-1A, the resulting solution is now labeled UCExp252-2A. 07:36 Obtained HNMR - **UCExp252-2A**-04min 07:43 Obtained HNMR - **UCExp252-2A**-11min 07:48 Obtained HNMR - **UCExp252-2A**-16min 07:59 Obtained HNMR - **UCExp252-2A**-27min 08:05 Obtained HNMR - **UCExp252-2A**-33min 08:08 Added n-butylisocyanide (0.25mmol, 26.4uL) to the tube containing UCExp252-2A, the resulting solution is now re-labeled UCExp252-3A. 08:11 Obtained HNMR - **UCExp252-3A**-03min 08:15 Obtained HNMR - **UCExp252-3A**-07min 08:18 Obtained HNMR - **UCExp252-3A**-10min 08:23 Obtained HNMR - **UCExp252-3A**-15min 08:27 Obtained HNMR - **UCExp252-3A**-19min 08:34 Obtained HNMR - **UCExp252-3A**-26min 08:42 Obtained HNMR - **UCExp252-3A**-34min 08:47 Obtained HNMR - **UCExp252-3A**-39min 08:55 Obtained HNMR - **UCExp252-3A**-47min 09:06 Obtained HNMR - **UCExp252-3A**-58min 09:12 Obtained HNMR - **UCExp252-3A**-64min 09:22 Obtained HNMR - **UCExp252-3A**-74min 10:43 Obtained HNMR - **UCExp252-3A**-2h35min /155min 10:51 Obtained HNMR - **UCExp252-3A**-2h43min/163min 12:17 Obtained HNMR - **UCExp252-3A**-4h09min/249min 12:27 Obtained HNMR - **UCExp252-3A**-4h19min/259min 12:35 Obtained HNMR - **UCExp252-3A**-4h27min/267min 15:57 Obtained HNMR - **UCExp252-3A**-7h49min/469min 16:24 Obtained HNMR - **UCExp252-3A**-8h06min/486min 16:36 Obtained HNMR - **UCExp252-3A**-8h28min/508min 16:40 Obtained HNMR - **UCExp252-3A**-8h32min/512min 16:46 Obtained HNMR - **UCExp252-3A**-8h38min/518min 16:50 Obtained HNMR - **UCExp252-3A**-8h42min/522min 17:37 Obtained HNMR - **UCExp252-3A**-9h29min/569min 17:46 Obtained HNMR - **UCExp252-3A**-9h38min/578min 17:49 Notice very fine crystals developing in the NMR tube.
 * 2009-11-03**
 * 2009-11-04**