Synthesis of salicylic acid. Salicylic Acid 2022-10-17
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Salicylic acid is a widely used organic compound that has a variety of applications in the pharmaceutical and personal care industries. It is a white, crystalline solid that is derived from the metabolism of salicin, which is found in plants such as willow and meadowsweet. Salicylic acid has anti-inflammatory and analgesic properties, making it an effective treatment for a range of conditions such as acne, dandruff, and warts. It is also used as a preservative and a pH adjuster in a variety of personal care products.
There are several methods for synthesizing salicylic acid, each with its own set of advantages and disadvantages. One common method is the Kolbe-Schmitt reaction, which involves the electrochemical reduction of phenol using an electrolytic cell. This method is efficient and cost-effective, but it produces a low yield of salicylic acid and requires the use of hazardous chemicals such as concentrated sulfuric acid.
Another method for synthesizing salicylic acid is the Hock reaction, which involves the treatment of sodium phenoxide with carbon dioxide and water. This method is less hazardous and produces a higher yield of salicylic acid, but it requires the use of specialized equipment such as a high-pressure reactor.
A third method for synthesizing salicylic acid is the hydrolysis of acetylsalicylic acid, also known as aspirin. This method is simple and cost-effective, but it produces a lower yield of salicylic acid compared to the other methods.
Regardless of the method used, the synthesis of salicylic acid requires careful control of the reaction conditions to ensure that the desired product is obtained in high purity. Impurities can affect the physical and chemical properties of the final product, which can impact its effectiveness and safety.
In conclusion, salicylic acid is an important organic compound that has a wide range of applications in the pharmaceutical and personal care industries. There are several methods for synthesizing salicylic acid, each with its own set of advantages and disadvantages. The selection of a synthesis method depends on the desired yield, cost, and safety considerations. Regardless of the method used, it is important to carefully control the reaction conditions to ensure that the final product is of high purity.
Synthesis of salicylic acid from alkyl salicylate
This could be reason as for why the there was a great temperature difference in the melting points of aspirin, The solubility of aspirin in water varies with temperature. A white solid should form immediately which is sodium salicylate. Avoid large brand names to lower costs. A search of this database for "salix AND medicine" finds 63 entries. The product of the reaction, salicylic acid was a white precipitate, the starting material, methyl salicylate was a liquid. Half of a milliliter 0. The goals of the lab were to learn the reflux procedure, to synthesize salicylic acid from methyl salicylate wintergreen oil , and compare the products of two synthesis reactions to see if they are the same products.
In conclusion, the acetylsalicylic acid product was made in the experiment but, it was not pure. The fibre structures formed during these processes were fibril-like, as shown by the atomic force microscopy images. Attach the adapter to the reaction vessel, place it in the microwave reactor, and put the cold finger Figure 4. The aspirin collected will then be purified by recrystallization. Oil of wintergreen is 98% methyl 2-hydroxybenzoate and is what I used as my starting chemical. Green Chemistry Environmentally Benign Reaction by V. The Plant Pathology Journal.
In the formation of methyl salicylate oil of wintergreen , salicylic acid and methanol were reacted together in the presence of the same acid catalyst, sulfuric acid. The graphs for the first trial are: a b c Fig. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed. Preview text Lab 4: Synthesis of Salicylic Acid from Wintergreen Oil CHE201 Organic Chemistry 1 TA: Tracy Lewandowski Date Submitted: Abstract In this experiment, wintergreen oil methyl salicylate was refluxed with sodium hydroxide to produce a basic product that when added to sulfuric acid to result with salicylic acid in the form of a crude solid. The maximum physical break stress, the modulus, and the elongation at break observed in the fibril-like spin-drawn fibres were about 330MPa, 7.
Aside from that, the synthesis proved adequate given the high purity of the product. Potentiometric methods offer a myriad of advantages, its main advantage being its low operational costs. Side effects of salicylic acid include burning, redness and general skin irritation. Cool the flask in an ice bath, so that the product should start to crystallize estimated yield 70%; and m. The objective of this experiment was to carry an organic synthesis; the preparation of salicylic acid from methyl salicylate.
Synthesis of Salicylic Acid from Wintergreen childhealthpolicy.vumc.org
Add the powdered acetylsalicylic acid obtained from steps 1-5 or otherwise to a clean beaker, and add enough 10% hydrochloric acid solution to cover them completely, plus another few centimeters. They were examined using UV light to see where the dots had moved up the plate. PDF from the original on 2019-04-05. Henar Martínez-García, in Experimental Organic Chemistry, 2016 11. A distinction between equivalence point and endpoint should be established when titrating. Allow the reaction mixture to cool to 95-100°C and pour it into cold water.
Overall most solids are more soluble in hot solvents than in cold solvents. In everyday life, many if not most of the chemicals you come in contact with are organic chemicals. The pKa calculated was 2. It is a colorless liquid that smells strongly of acetic acid, which is formed by its reaction with moisture in the air…. Begin with any brand or type of tablets containing acetylsalicylic acid, preferentially at a high concentration. In this experiment, aspirin will be produced by reacting salicylic acid with acetic anhydride, a derivative of acetic acid that has similar chemicals properties to acetic acid, but reacts more rapidly and efficiently. Causes severe respiratory irritation.
What happens when acetic anhydride is added to salicylic acid?
After a couple of minutes, an additional 10 milliliters of water was added to the solution and crystals started forming inside the flask. This synthesis method yields particles with a hydrodynamic radius of 122. The infrared spectrum reading of the experimental product was similar to the standard infrared spectrum for acetylsalicylic acid. Salicylic acid is also a precursor to acetylsalicylic acid or aspirin. This could have been a reason as to why the yield was not very accurate. Two hundred and fifty milliliters 250 mL of 0.
Aside from that, the exact volume of titrant required for complete reaction of the analyte would be detected. The product is recrystalised from hot water; yield 1. They evaluated the addition of clinoptilolite a natural zeolite and A-type zeolites a synthetic zeolite in CS films. The synthesis begins with extracting ASA from aspirin tablets; if you already have purified acetylsalicylic acid, proceed directly to step 6. Overall this shows that the experiment was a success as a large amount of aspirin was produced, however these results also showed that there was major errors or inefficiencies in the experiment. Therefore this could also be a reason as to why the yield was not accurate and also explain why there was a significant difference in the temperatures. Therefore, the reaction will stop yielding product once the 2 grams of salicylic acid reactant are gone.
Synthesis of Acetyl Salicylic Acid (Aspirin) Essay Example
Vacuum filtration was used isolate the solid from the liquid-solid mixture after the sulphuric acid is qqadded and that the precipitation has occurred and that the pH is down to 2. The information offered in the Material Safety Data Sheet MSDS should be consulted. As a result the chemicals were a little burnt. These TLC plates were put into a developing chamber, in this case, a jar, containing a one to one ratio of Ethyl Acetate and Hexane. What is melting point determination? The melting point of a pure compound is a range of temperatures over which the solid softens and then completely liquifies.