Purpose In this experiment the students made acetylsalicyclic Acid, which is also known as asprin. This was made from Acetic Anhydride to make a reaction called Ester-Pication by Nucleophilic Substitution. Procedures Add 138 mg of salicylic acid, a drop of 85 % phosphoric acid, 0.3 mL of acetic anhydride and a boiling chip into a reaction tube.Mix them thoroughly, and place in a steam bath for approximately 5 minutes. After the reaction tube rested in the steam bath for 5 minutes, 0.2 mL of water was added to the tube. The tube was then placed in a test tube rack to cool down to room temperture. Once the substance reached room tempertaure it was placed inside of an icebath for 10 minutes to crystallize. The product then had to undergo the filteration process. The filtered product was …show more content…
The water solubility was tested in water, along with toluene. When the solubility test was calculated, the melting point was also tested and compared to the sample. Results Weight of the crystals:0.067g Starting melting point of crystals:128.2 degrees celsius Ending melting point of crystals:130 degrees celsius The tablet was partially soluble in the water and completly insoluble in the toluene solution. Starting melting point for tablet:135 degrees celsius Ending melting point for tablet:137.8 degrees celsius Questions 1. Hydrochloric acid is a gas. In the lab it is made as a 16 M solution in H2O. The H2O in this solution will react with the acetic anhydride to produce acetic acid in order to prevent the reaction. And it is impossible that the acetic anhydride can be decomposed by Clbecause Cl- is more nucleophilic than HSO4. 2. The vinegar is made of dilute acetic acid. Over time aspirin can be hydrolyzed by H2O that can contaminate the container. The hydrolysis products of aspirin are salicylic acid and acetic acid. These hydrolysis products are what gives off the vinegar smell to an old aspirin
In the first section, the Synthesis of Aspirin, salicylic acid was weight to be 3.029 grams using mass by difference since it was weighed on a 150 milliliter beaker. 9.23 milliliters of the acetic anhydride and 14 drops of 85 percent phosphoric acid were added to this beaker. A Bunsen burner provided by the laboratory was then used to boil the just mixed combination by producing a flame underneath the positioned beaker on top, and then allowed to cool for several minutes after the Bunsen burner flame was terminated. Two quantities of distilled water were then added to this mixture to make it cool even further, which were 41 drops and 30 milliliters. After cooling for some time, this beaker was placed into an ice bath in order to start the crystallization process. A glass rod was used to scratch around the bottom and the sides to catch all of the crystallized Aspirin that was being formed during this whole process. Then, by using a Buchner funnel and filter paper, which was placed on top of the flask connected to a water aspirator with rubber tubing, the excess liquid was removed from the just scraped Aspirin crystals when the Aspirin was placed on the filter paper. Using a medicine dropper, the Aspirin crystals on the filter paper were washed with distilled water just so that any non-pure substances were removed from the crude product. When these crystals were then ultimately dry, they were placed on a watch glass and put into an oven for 30 minutes. Then they were weighed by mass by difference to yield 2.4667 grams of crude s...
Esterification was used to synthesize aspirin which was by reacting salicylic acid with acetic anhydride. To speed up the reaction, dehydrating agent and conc. sulphuric acid was present. The purity of a substance, which is the aspirin in this particular experiment, can be determined by the identification of its melting point.
After Hydrogen chloride (HCl) has been produced it is then siphoned off into containers filled with water therefore making Hydrochloric acid.
The goal of this experiment was to convert 2-methylcyclohexanol into 1-methyl-1-cyclohexene, 3-methyl-1-cyclohexene, methylenecyclohexane, and water through the addition of phosphoric acid and sulfuric acid. This was done through distillation where a mixture of 2-methylcyclohexanol, phosphoric acid, and sulfuric acid was distilled for 30 minutes in a reflux apparatus. Sulfuric acid being a strong acid acts as a catalyst in this reaction. Phosphoric acid also acts as a catalyst in this reaction. The distillate was then added to a centrifuge tube along with 1-2 ml of saturated sodium chloride. The bottom layer in the centrifuge tube was then extracted and dried using anhydrous sodium sulfate. This bottom layer was then distilled again in
This was allowed to mix for a few minutes; a little excess water was used to ensure that sodium bromide was fully dissolved. This mixture was placed in an ice bath while continuing to stir. 1.3 ml (24.39 mmols) of concentrated sulfuric acid was added dropwise. The flask was removed from the ice bath and heated to reflux for 1 hour while continuing to stir. The resulting top layer was transferred to a conical vial in which 1.5 mL (22.51 mmols) of 80 % sulfuric acid was added. 2.0 mL of water was added to allow a layer to form. The bottom layer was removed and transferred to another conical vial in which 2.0 mL of saturated sodium bicarbonate was added. The bottom, organic layer, was transferred to a conical vial. Calcium chloride, a drying agent, was used to collect the remaining aqueous layer that
Aspirin contains the substance acetylsalicylic acid (ASA), which can relieve inflammation, fever, pain, and known as a “blood thinner”. Aspirin was not officially trademarked until March 6, 1899 when the Imperial Office of Berlin made it official. It has been used for the last 110 years, but its natural form, salicylic acid has been around for thousands by Egyptians, Greeks, and Romans. Aspirin is available in over 80 countries and known as the best non-prescription drug. The most common use of aspirin is to cure headaches and use it as a pain reliever, but aspirin is known to prevent heart attack and strokes. It was first proposed in 1940, but wasn’t confirmed until 1970 when doctors would recommend taking aspirin daily [1].
made from a form of aluminum soap mixed with the acid (Time, 2000). The formula was said to have
Then, the weak acid was isolated from the NaOH extract. After cooling the mixture, HCl was pipetted into the flask, neutralizing the NaOH. This enabled the, now precipitated, weak acid to be filtered out of the solution. After vacuum filtration was used to remove the solid acid, percent recovery was recorded, and the weak acid was moved to a
Water (125 ml) was added to the solution then cooled in an ice bath for 10 minutes. The brown crystals (2) were collected by vacuum filtration and dried (2.407 g, 5.37 mmol, 90.3%
To treat the discarded reaction mixtures, another test tube was taken, and synthesized aspirin was added to it. Then it was clamped and placed under a gentle heat utilizing the Bunsen burner until the crystals were liquified. The odor of the vapor was noted from the test tube. Then 3 drops of phenolphthalein solution were added to the synthesized aspirin and the color was noted. If the solution was colorless 1M sodium hydroxide solution was added dropwise until the solution turned pink. If the solution was pink, then the 1M hydrochloric acid solution was added dropwise until the solution turned colorless. Finally, the solutions were poured out and washed and dry the
Methyl salicylate contains functional groups of ester, phenyl, alcohol, benzene, and carboxylic acid. Carboxylic acid, and phenyl, alcohol, and benzene group are functional groups present in the salicylic acid. Aspirin has functional groups of carboxylic acid, ester, and benzene. Acetaminophen has a phenyl, alcohol, benzene, and amide. Phenacetin has benzene, ether, and amide groups. Menthol only has alcohol functional group. Benzyl alcohol has functional group of phenyl, alcohol, benzene.
In the beginning of our experiment of the synthesis of aspirin, we believed that if the catalyst increases in Ka value, i.e. acidity, and the conjugate base(s) do not react, then the percent yield of aspirin will increase when percent yield is a function of the acidity of the catalyst. While performing the experiment, we discovered that the sulfuric acid dissociated the most, which allowed the substance to have the greatest percent yield. This is due to the fact that the increased dissociation allows for more hydrogen protons to be donated.
Step 6: The ethyl ester on (20) is hydrolysed using concentrated sulphuric acid in a refluxing 1:1 acetic acid/water mixture.
Background Information Aspirin is an analgesic (pain relieving) and an antipyretic drug (a drug that lowers body temperature). The main constituent of aspirin is 2 - ethanoythydroxybenzoic acid, also known as acetylsalicyclic acid (shown below right). It was originally made from just salicylic acid (which is found in the bark of a willow tree) when used by the Ancient Greeks to counter fever and pain, but its bitterness and tendency to irritate the stomach caused problems. These were resolved by the German chemist Felix Hoffman, who made the acetyl derivative of salicylic acid in the
In other words, the addition of concentrated HCl ensures that the reaction occurs. Without a concentrated acid, there would be no reaction at all because NH3 (the amine group) is a weak base. Therefore, a very strong acid is needed to allow the protonation of the oxygen as seen in figure 1 and the subsequent reaction to occur.