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This material was then cooled in an ice bath for approximately ten minutes, and then the crystals were collected via vacuum filtration. Once the crystals were collected, the product was recrystallized from isopropanol. This process required the heating of the crystals with isopropanol as the solvent, cooling to room temperature, sit in an ice bath for a few minutes, and collect the final crystals through vacuum filtration once again...
        
        
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This final product is the wanted iodovanillin.
Wt. of Vanillin Wt. of Sodium Iodide Wt. of Iodovanillin crystals MP of Iodovanillin pH after HCl addition
0.1035g 0.1171g 0.061g 183.8?C 0
Calculations:
Theoretical Yield: (See above for limiting reagent info.)
(6.58 x 10^-4 mol Vanillin/1)(279g/mol) ? 0...
        
        
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