The preparation of aspirin. Synthesis of Aspirin Essay Example 2019-01-02

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Exp: Synthesis of Aspirin

the preparation of aspirin

Heat the mixture for 5 minutes. Recrystallise the product from a mixture of equal volumes of water and acetic acid. After the times required for a 4 ˚C temperature increase in each reaction solution had been recorded, the reaction vessels were allowed to sit, with occasional stirring, for a few additional minutes to ensure that each reaction reached completion. Fill a cuvette with distilled water to act as a calibration constant, and then rinse another cuvette with the solution 3 times before filling it with the Aspirin solution. Once the acetyl group is added via a simple reaction, acetylsalicylic acid commonly referred to as aspirin is formed.

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Exp: Synthesis of Aspirin

the preparation of aspirin

Answer the following post-lab question: If 0. Some product was dissolved and lost in the washing process. In 1763, the Reverend Edward Stone introduced these extracts and teas to the Europeans and in the early 1800's the active ingredient in willow bark and in the flowers of the meadow sweet plant which had similar therapeutic characteristics was isolated and identified as salicylic acid from salix, the Latin name for the willow tree. In this experiment, you will prepare aspirin from salicylic acid and acetic anhydride using sulfuric acid as a catalyst. Collect the product by vacuum filtration and rinse out of the flask with a few milliliters of cold petroleum ether.


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Synthesis of Aspirin: A General Chemistry Experiment

the preparation of aspirin

Rinse the residue on the filter paper with 2 mL of ice-cold deionized water. The recrystallized product was differentiated from commercial aspirin through iodine test and it showed that the commercial aspirin contains starch. Remove a pea-size amount of the crystals from the Büchner funnel and set aside to determine the melting point and infrared spectrum of this crude sample. Aspirin became commercially available in 1899 and today it is estimated that over a trillion aspirin tablets have been consumed by those in need of its curative effects. These resonance forms will help you understand why a partial positive charge appears on the carbon atom in acetic anhydride and how this results in a new bond forming at that carbon. The test used in this part was Iodine test, which is a test for the presence of starch since iodine can form a black complex with starch. Test this crude product for the presence of unreacted salicylic acid using the ferric chloride test.


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Synthesis of aspirin from salicylic acid using acetyl chloride and pyridine

the preparation of aspirin

A small mass of one of four different unknown solid compounds was added to each tube. Sulfuric acid or phosphoric acid are often used to catalyse the reaction. The sample should have been slowly cooled to 0 ˚C by placing it in a refrigerator and slowly lowering the temperature. This can be observed in both the use of Phosphoric Acid in the synthesis part of the experiment and the use of scratching the side of the beaker to induce crystallization. Bases catalyze the reaction by deprotonating the carboxyl group on salicylic acid or the phenol group in the minor pathway , activating the nucleophile.

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Lab B

the preparation of aspirin

The crucible is placed in the aspirator with a rubber stopper between the two pieces of equipment to ensure the seal between them. Introduction Organic compounds are a certain type of compounds that contain carbon. The mixture of solid and liquid was poured through a filter paper in a Buchner funnel. Small splashes of acid may go unnoticed on your clothing until the clothing is treated with soap. Make sure that the resulting solution is acidic blue litmus paper and that the aspirin has completely precipitated out.


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Organic Synthesis International: ASPIRIN SYNTHESIS AND MECHANISM

the preparation of aspirin

If you have difficulty, look at the banana oil experiment. Weigh a piece of filter paper and vacuum filter the product. In the fume hood, add five drops of concentrated acid to the flask containing the salicylic acid and acetic anhydride and swirl to mix everything thoroughly. The experiment involved three parts: The synthesis of aspirin, the isolation and purification of aspirin, and the estimation of the purity of the final product. The process of vacuum filtration uses a filter crucible, an aspirator, and a vacuum hose in order to separate a liquid from a solid.


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1: Synthesis of Aspirin (Experiment)

the preparation of aspirin

As such, any reactant that exists in an amount more than this whole number ratio is known as an excess reactant and some will be left over when the reaction is completely finished. Next perform the phenol test. In recrystallisation, the mixture and impurity are dissolved in hot solvent and as the solution cools, the solubility of compounds in solution drops allowing the desired compound to recrystallise from solution. Members of the class may have also utilized different techniques to measure the time taken for a 4 ˚C temperature change to occur. Crystallization should begin once the solution reaches room temperature. Salicylic acid was then industrialized for medicinal use, but soon after industrialization it was found that salicylic acid was extremely limited as a treatment because of the acidic properties that cause severe irritation in the digestive tract. Pyridine also activates the electrophile by reacting with acetic anhydride to form the N-acyliminium ion, as seen in Figure 3.

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Exp: Synthesis of Aspirin

the preparation of aspirin

Aspirin is more soluble in basic alkaline solutions, so it readily dissolves in the duodenum which is the first part of the intestine. Then, after resetting the balance, take the large arbitrary amount of substance and transfer some of the substance to the desired beaker or other receptacle. The reaction yield may be improved by adjusting the amount of reactant or product in the reaction. In 1893, Felix Hofmann synthesized acetylsalicylic acid, which has all of the same medicinal benefits as salicylic acid but it did not have the side effect of irritating the digestive tract. The powder funnel is placed in a ring and has a filter paper cone inside -The hot solvents contains insoluble material -Vacuum filtration is used for high-boiling organics alcohol and hydrocarbon solvents and water -Use a Buchner funnel. Salicylic acid was combined with acetic anhydride in four test.

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Lab B

the preparation of aspirin

Store the Aspirin in the Desi-cooler and determine the percent yield of the synthesis by taking the actual yield and dividing it by the theoretical yield, determined from the original amount of Salicylic acid used. Catalysts do not change the composition of the final product, however, and this is also visible in Figure 2. The synthesis of aspirin is classified as an reaction. Personal and Average times for reaction solution to increase by 4 ˚C The test tubes were placed in the previously prepared hot water bath for 7 minutes with occasional stirring. If the melting point of the purified aspirin sample is lower than the expected or if it has a very broad range compared to the actual range, then the sample still contains some impurities.

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What Is the Chemical Equation for the Synthesis of Aspirin?

the preparation of aspirin

This subset of variables is completely different from the things that remain constant in the experiment: regardless of anything else that happens, water will always have the same absorbance, all chemicals used will have the same molecular mass, density, melting point, and other physical quantities, and the equipment used in the experiment will always act the same way. Test a small amount of the product for the presence of unreacted salicylic acid using the ferric chloride solution. Salicylic acid could be modified to produce phenylsalicylate, which was better tasting and less irritating, but released the toxic substance phenol when metabolized. The purified product started to melt at 86 degrees Celsius and finished completely melting at 102 degrees Celsius. The objective was to convert a specific amount of salicylic acid into the same amount of aspirin that was high in purity.

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