Project: Preparation and Recrystallisation of Aspirin

Aspirin, Caffeine and Salicylamide were extracted from an over-the-counter pain reliever (BC Powder). These components were separated by manipulating their solubilities by adjusting the acidity and basicity of the solution. By doing this, the three components were forced into conjugate acid (or base) forms, causing selective solubility in either an aqueous or organic solvent. These layers were then separated by use of a separation funnel. Once separated, the components extracted were characterized by measuring the melting point and performing a TLC analysis. Also, the recovered aspirin from the first part of the experiment was recrystallized and compared to that of the

During recrystallization, the solution was to be cooled to room temperature before placing it in an ice bath. Doing this allows enough time for the crystals to be formed because as the temperature decreases, the rate of crystallization slows down. If the solution was placed in the ice bath too quickly, then the cold would have blocked out the impurities and trapped them in the solution. The more impurities present, the lower the melting point so data would have been inaccurate. Also, if the melting point apparatus wasn’t set up correctly, the data would have been imprecise.

The product was placed in a Craig tube and several drops of hot (100°C) solvent (50% water, 50% methanol, by volume) was added and heated until all of the crystals dissolved. The Craig tube was plugged and set in an Erlenmeyer flask to cool. Crystallization was induced once the mixture was at room temperature by scratching the inner wall of the tube. It was then placed into an ice bath for ten minutes until crystallization was complete. The tube was then

This experiment involved three steps: synthesis of aspirin, isolation and purification, and the estimation of purity of the final product. The synthesis involved the reaction of salicylic acid and acetic anhydride in the presence of a catalyst, phosphoric acid, H3PO4. When the aspirin was prepared, it was isolated and filtered. The percentage yield of the synthesis was calculated to be 78.42%. The experimental melting point range of aspirin was determined to be 122 -132°C. Due to its wide range, and lower value than that of the theoretical melting point of 136°C, it was

The product was then suspended in 2 ml of water with a stir rod in a 50 ml Erlenmeyer flask and heated to boiling. Water was added in one milliliter increments until all the product was dissolved (18 ml added total). The saturated solution was allowed to slowly cool, and gradual white crystal formation was observed. Recrystallized product was collected once more by suction filtration with the Hirsch funnel once crystallization ceased. Collected product dried on a watch glass for a week, weighed 0.14 g (1.2 mmol), and the melting point was 139°-141°

21) After all of the solid dissolves, move the flask from the hot plate and allow it cool to room temperature. After a while, crystals should appear in the flask.

Both Aspirin and the Unknown are soluble in dichloromethane, due to their non-polar characteristics. To separate the two components, sodium bicarbonate was added (see figure 3). Sodium bicarbonate reacted with aspirin and converted it to a salt, also forming water and carbon dioxide. It was observed that the solution "fizzed" when this reaction took place, showing the release of carbon dioxide. The newly formed salt then traveled to an aqueous layer where it was soluble, while the unknown remained in the dichloromethane layer. The two layers were then separated. To collect an aspirin solid, the combination of the addition of HCl and the process of vacuum filtration helped to break down the salt and form a solid. Then the solid was placed in the Fisher Scientific Biotemp Oven to dry it to a constant mass of 0.091 g, 32.97% of the total composition. The

Mix panacetin with CH2 Cl2 and you will get a solid which is sucrose and you’ll get a filtrate of aspirin and an unknown substance. Then you will extract the aspirin with NaHCO3 to get an organic layer and a water layer. The bottom layer for us was the organic layer, while the top layer was the water layer.

Industrial production of Aspirin is dependent on the company producing the drug; however the general method of production is known as slugging or dry-granulation. In this method, corn starch is mixed with pure water and is then heated and

The purpose of this lab was to synthesize aspirin, determine the theoretical yield, compare the percent yield to the theoretical yield and test the purity of aspirin by adding Iron (III) chloride to the product.

The isolation of aspirin, acetaminophen, and caffeine from Excedrin utilized the differing acidities and polarities of the three compounds. Extraction involved separating the three components by reacting them with HCL and NaOH, while thin layer chromatography involved separating the isolated compounds on a TLC plate. The binder was the first component extracted; followed by aspirin, acetaminophen, and caffeine was extracted last since it is a neutral and polar compound. The entire process can be seen in figure 1. The most utilized methods of extraction were gravity filtration and vacuum filtration which are displayed in figures 3 and 4 respectively. These methods were utilized to separate compounds based upon their differing

Tube 4 now should only have crude solid in the tube and it is then weighed. The tube is placed into a 50℃ water bath and then approximately 0.5 -1 ml of methanol is added, as well as H2O until the solution gets cloudy, once the solution is dissolved it is cooled to room temperature and then iced. The crystals are then collected using a Hirsh funnel. Next a small amount (~ 0.1g) of the crystals are placed into a melting point tube and placed into the melting point machine to record the unknown neutral substances melting point.

The pipet was put into the top of the condenser and leaving no open spaces. The vacuum served to get rid of the nitrogen oxide gases that were formed during the oxidation reaction. The solution was heated for 30 minutes, beginning the time when the first sign of nitrogen oxide fumes were observed. After the 30 minutes, the solution was removed and cooled for a few minutes. The solution turned was a brownish-yellow color and all the crystal were dissolved, leaving a liquid. The solution was then transferred, using a Pasteur pipet, to 3 mL of water in a beaker. The reaction flask was rinsed to remove the remainder of the solution. The solution was stirred with a glass rod until room temperature of the solution was achieved. A yellow solid was to form, but instead the solution remained aqueous in the case of the specific experiment explained here. With additional scraping of the solution with a glass rod, no crystals formed at all. The next procedure, if the crystals had formed was to crush the solid with the glass rod and filter the solid until the crystals were dry. The mass would then be weighed and the crystals were to be recrystallized with 95% ethanol. The crystals were to be cooled in ice water to get full crystallization and then the crystals were to be filtered and air dried, then weighed.

The week after, a recrystallization was performed on the previous week’s crude product. The product ethereal solution was first heated on a steam bath until dry. During the heating, a beaker of methanol was collected and also placed on the steam bath. Once the product was dry, it was cooled to room temperature and then placed in an ice-water bath. The now boiling methanol was added to the crude crystals and a recrystallization was performed. Once completed, the now purified product was collected via Buchner vacuum filtration and stored in drawer to dry for a week. Afterwards, a melting point range of the purified product was obtained by using a Mel-temp apparatus. Lastly, an

Crystals were collected in a Buchner funnel, washed with alcohol, then ether, then transferred into a sample tube for storage.