Acetanilide Pyridinium Tribromide

The experiment began by weighing 2.0g of acetanilide into a round bottom flask and adding a stir bar. 20ml of glacial acetic acid was added to the flask and was covered with a watch glass. The solution was stirred until the acetanilide was dissolved. The flask was brought to the hood and 7.0g of pyridinium tribromide was added and then stirred for about 30 minutes with a watch glass as a cover. While stirring, 10% sodium bisulfite was added in 1ml increments until the orange/red color disappeared or was less intense. After, the solution was cooled in an ice water bath. Once crystals formed, the solution was filtered using a funnel. The product was then recrystallized from 95% ethanol and water. In order to do this, the amount of ethanol used was multiplied by 0.8 and the calculated amount was the amount of water used for the recrystallization process. The dried purified product was weighed and the percent yield was calculated. With this product, the H NMR spectrum was obtained. …show more content…
The percent yield was taken by dividing the theoretical and the actual product. The theoretical product was calculated by using the weighed amount of acetanilide, which was 2.006g. This weight was then converted to the weight in grams of bromoacetanilide (Table 8.1). Furthermore, the H NMR spectrum showed the final product. There was a singlet at about 2ppm that was from a methyl group of the compound. There was a smaller peak at about 1.9-1.8ppm that was from water. Finally, the aromatic hydrogens were found at about 7.5ppm—this peak appeared to be a doublet since there was a very small peak protruding