Exp273

=Researcher= Evan Curtin =Objective= To monitor the hydrolysis of benzalaniline in a (90:10) ethanol/water(vol) solution without using a deuterated solvent. =Procedure= 0.184g benzalaniline was dissolved in 0.9mL ethanol (measured via a syringe)in an NMR tube. An HNMR was taken of this solution, after which 0.1mL water was added. HNMRs were taken 5 and 10 minutes after the addition of water. The NMR was taken by locking onto a tube of CDCl3, then replacing that tube with the sample and acquiring. =Results= Volume calculations media type="custom" key="10209135" media type="custom" key="10209143" media type="custom" key="10209193"

=Discussion= After 10 minutes, it is unclear how much the imine hydrolyzed. The quality of the spectra makes it difficult to determine a ratio of imine to aldehyde, but there seems to be no more than around 10% hydrolysis over the time interval. To get more accurate readings, the experiment should be repeated with deuterated solvent (likely Methanol-d4)to help with the quality of the spectra. Additionally, more spectra should be taken to observe the reaction over a longer period of time.

=Conclusion= Benzalaniline hydrolyzed no more than 10% in (90:10) ethanol/water(vol) after 10 minutes. The reaction can be monitored without a deuterated solvent, but the addition of one would help make the spectra and results more clear.

=Log= 14:17 - Weighed 0.0185g benzalaniline 14:20 - Added .9mL ethanol to benzalaniline (sample 1), transferred solution to NMR tube. 14:21 - Added CDCl3 to a separate NMR tube. 14:55 - Locked NMR to CDCl3, then removed and ran the scan on sample 1. This was done using a 500MHz varian NMR. 15:03 - Added 0.1mL water to sample 1 using a syringe. 15:08 - Took HNMR of sample 1 using same method as above. 15:13 - Took HNMR of sample 1, again with the same method.