Synthesis and Purification of Acetylsalicylic Acid (ASA or Aspirin) Background Salicylic acid is a phenol as well as a carboxylic acid. It can therefore undergo two different types of esterification reactions‚ creating an ester either with the hydroxyl or with the acid. In the presence of acetic anhydride‚ acetylsalicylic acid (aspirin or ASA) is formed. Correspondingly‚ an excess of methanol will form methyl salicylate‚ which is also an analgesic. In this experiment‚ we shall use
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Acetylsalicylic Acid/Aspirin and N-(4-hydroxyphenyl) Ethanimidate/Acetaminophen respectively from Excedrin. The first reaction scheme to undergo acid-base organic extraction was to isolate the most acidic compound in Excedrin with a weak base‚ K2HPO4. We isolated the aspirin using aqueous base extraction‚ with Dipotassium phosphate then treated with HCl to force acidification. The mechanism for Scheme 1 is shown below: The second reaction scheme we used was also an organic acid-base extraction
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Determination of the ASA Content of Aspirin Due Date: September 16‚ 2013 Experiment#: 2b Title: Determination of the ASA Content of Aspirin Aim: To determine the Molar Concentration of NaOH and HCl acid used in their Standardization processes and to determine the acetylsalicylic acid (ASA) content in Aspirin. Materials/Apparatus: materials used are the same as that outlined in the laboratory procedure prepared by the laboratory instructor. Procedure: The procedure used is the same as
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0°C | Naphthalene | 81-83°C | 80-82°C | Acetanilide | 113-116°C | 113-115°C‚ 128-129°C | Acetylsalicylic acid | 136-140°C | 135-140°C | Salicylic acid | 159-162°C | 158-160°C | Succinic acid | 186-188°C | 185-189°C | Compound Structure: Naphthalene | Acetanilide | Acetylsalicylic Acid | Salicylic acid | Succinic acid | Water | Eutectic Point Determination: Melting Point Compound | Experimental | Lit value | Urea | 131-134°C | 132.7°C +/- 1 | Trans-cinnamic acid | 134-137°C
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was to learn how to use salicylic acid to make aspirin. Aspirin is the most widely used over-the-counter drug in the world. The average tablet contains about 325 milligrams of acetylsalicylic acid with an inert binding material such as starch. Aspirin is used to relieve pain‚ reduce inflammation‚ and lower fever. Aspirin originally was derived by boiling the bark of the white willow tree. Although the salicin in willow bark has analgesic properties‚ purified salicylic acid was bitter and irritating
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being acetylsalicylic acid) and of oil of wintergreen (with its chemical name as methyl salicylate) both occur by addition of an ester to the molecules. Both syntheses have salicylic acid on the reactants side‚ however differ in the second reactant that ‘esterifies’ the salicylic acid. This is a vital process in the
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Reference Manual: Experiment 3. Retrieved from: http://academic.reed.edu/chemistry/alan/201_202/lab_manual/expt_salicylic_acid/background.html 3.) Lab 5: Synthesis of Salicylic Acid. Retrieved from: http://academic.evergreen.edu/curricular/whatscookin/Lab%20five%20%20methyl%20saliclate.htm 4.) Handout: Synthesis of Salicylic Acid. Retrieved from: g.web.umkc.edu/gounevt/Orgo320L/Handouts/SalicylicacidW04.doc‚ (google search document download) 5.) Laboratory Reference Manual: Experiment 3‚ Notes
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Sypnopsis In this experiment‚ acetylsalicylic acid was synthesized from the acidification of salicylic acid and acetic anhydride. The objective was to convert a specific amount of salicylic acid into the same amount of aspirin that was high in purity. Furthermore‚ the other objectives were to enable students to conduct the synthesis of aspirin‚ reinforce skills or recrystallisation and the technique of melting point determination. The amount of each compound should be the same because there is
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High Performance Liquid Chromatography Analysis of Aspirin Problem: Was aspirin (acetylsalicylic acid) successfully synthesized? Are there impurities or by-products present in the synthesized aspirin? How pure is the synthesized aspirin? Introduction: In the last experiment‚ aspirin was synthesized followed by characterization of the product using several different techniques. Melting point was a test that provided information about the identity and purity of the aspirin product. The iron(III)chloride
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Chemicals Sample Structure Purpose Physical Properties Hazards Salicylic Acid Starting Material Appearance: white powder Molar Mass: 138.12 g/mol Melting Point: 1590C Boiling Point: 2110C Density: 1.44 g/cm3 Mildly irritating (pulmonary irritants). Harmful by inhalation‚ ingestion and through skin absorption. Acetic Anhydride Starting‚ Material‚ serves also as the solvent colorless liquid with a smell of acetic acid Molar Mass: 102.09 g/mol Melting Point: -73.1 0C Boiling Point:
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