Exp268

== =Researcher= Evan Curtin =Objective= To synthesize an imine from vanillin and aniline in order to collect solubility data. =Procedure= =Results= Exp268 Plan Sheet Characterization of 1A:

media type="custom" key="9838337" Characterization of 1B: media type="custom" key="9844433" Characterization of 1C: =Discussion= =Conclusion= =Log=

2011-06-20
14:15 - Made a solution of 7.6143g vanillin and 31.0074g ethanol. Measured 4.6578g aniline in a vial. 14:18 - Added vanillin/ethanol solution to a 250mL erlenmeyer flask, slowly added aniline to the solution. Covered in parafilm and set on magnetic stirring plate. Solution is clear. 14:44 - Mixture is bright yellow and cloudy, chilled with water and ice. 14:51 - Filtered the mixture using a b//ü//chner funnel and house vacuum. Put the mixture in a vial with cap (mass of vial and cap is 13.8520g). Punctured cap of vial and set in desiccator under high vacuum.

2011-06-21
14:10 - Removed sample from desiccator (1A). Made a solution of the product and CDCl3. Added solution to NMR tube. 14:30 - Took HNMR using 300MHz varian NMR (HNMR-1A). 15:30 - Took some sample in a melting point capillary, started heating. 15:31 - Temperature is 30C (the following entries are all for the temperature on the thermometer of the melting point apparatus) 15:32 - 37C 15:33 - 46C 15:34 - 65C 15:35 - 90C 15:36 - 100C 15:37 - 99C 15:38 - 95C 15:39 - 98C 15:40 - 102C 15:41 - 103C 15:42 - 102C 15:43 - 105C 15:44 - 112C 15:45 - 115C 15:46 - 114.5C 15:47 - 116C 15:48 - 122C 15:49 - 126C 15:50 - 128C 15:51 - 129C 15:52 - 132C 15:53 - 136C 15:54 - 138C 15:55 - 140C 15:56 - 142C 15:57 - 145C 15:58 - 147C 15:59 - 151C
 * [what is the melting point? JCB]**

2011-06-22
12:11 - Put sample 1A into desiccator under high vacuum. 14:15 - Removed sample (now 1B) from desiccator.**[report mass and add to sheet to get yield JCB]** 14:20 - Added CDCl3 to some of the sample, transferred to NMR tube 14:34 - Took HNMR spectrum using 500MHz varian NMR (HNMR 1B). 14:52 - Put sample 1B into desiccator under high vacuum.

2011-06-23
13:47 - Removed sample (now 1C) from desiccator. 14:03 - Add CDCl3 to some of the sample, transferred to NMR tube. 14:25 - Took HNMR spectrum using varian 300MHz NMR (HNMR 1C).