CRSEXP034

=Scheme= [|acetone] + [|propylamine] +[|water] -> [|N-propyl-2-propanimine] [|Reaction Attempts] =Researcher= Kayla Gogarty =Objective= To observe the reaction of mixing acetone, propylamine, and water at standard temperature and pressure by HNMR spectroscopy with D2O used as the external reference in the outer coaxial NMR tube. =Procedure= Five mixtures of acetone, propylamine, and water were prepared. These five mixtures included pure reagent grade acetone (CRSEXP033A), pure propylamine (CRSEXP033B), pure distilled water (CRSEXP034A), a mixture of a 1:1 ratio by volume of acetone and propylamine with one drop of water (CRSEXP034B), and a drop of acetone and a drop of water in an excess of propylamine (CRSEXP034C). Approximately, twenty-four hours later, HNMR spectra were taken of the five mixtures with the mixtures pipetted into an NMR tube with deuterated water in an outer coaxial NMR tube. =Results= Time: 24 hours [|CRSEXP033A-NMR2] HNMR Spectrum of Acetone (Obtained from CRSEXP033 ) Acetone: 3.105 ppm (6H, s) (impurity present at 4.002 ppm) [|CRSEXP033B-NMR2] HNMR Spectrum of Propylamine (Obtained from CRSEXP033 ) Propylamine: 1.421 ppm (3H, t), 3.111 (2H, t), 1.935 ppm (2H, m), 1.820 ppm (2H, s). [|CRSEXP034A-NMR1] HNMR Spectrum of Water Water: 4.800 ppm (2H, s) [|CRSEXP034B-NMR1] HNMR Spectrum of One Drop Water in 50/50 by Volume Acetone and Propylamine Acetone: 2.696 ppm (6H, s) Propylamine: 1.48 ppm (3H, t), Water: 4.52 ppm (2H, s). N-propyl-2-propanimine: 2.18 ppm (3H, t). The ratio of propylamine to product is 2:1. [|Mole Fraction Spreadsheet] [|CRSEXP034C-NMR1] HNMR Spectrum of One Drop of Acetone and One Drop of Water in Excess Propylamine: No water or the product could be identified in the spectrum [|Mole Fraction Spreadsheet] =Discussion= Based on the HNMR spectrum, N-propyl-2-propanimine and water were formed during the reaction of acetone and propylamine. In the 50/50 volume mixture of acetone and propylamine, the mole fractions of propylamine, water, and N-propyl-2-propanimine were 0.27, 0.33, and 0.12. This shows that after 24 hours at room temperature, the ratio of propylamine to N-propyl-2-propanimine was 2:1. No product was formed in the mixture of one drop of acetone and one drop of water in an excess of propylamine. =Conclusion= The 50/50 by volume mixture of acetone and propylamine with one drop of water produced after 24 hours the product N-propyl-2-propanimine in a 2:1 ratio of propylamine to product. =Log=

2013-10-23
12:30pm-12:45pm- Five Mixtures (CRSEXP033A, CRSEXP033B, CRSEXP034A, CRSEXP034B, CRSEXP034C) were prepared

2013-10-24
5:15pm-6:00pm- Five mixtures (CRSEXP033A, CRSEXP033B, CRSEXP034A, CRSEXP034B, CRSEXP034C) were scanned in NMR at 25.0C with D2O as a reference in an outer coaxial tube Scan Parameters: 8 scans, 1s relaxation delay, 45degree pulse angle