Compound molecular weight hazards density melting point salicylic acid 8. After absorption aspirin is rapidly converted to salicylate but during the first 20 minutes following oral administration, aspirin is the predominant form of the drug in the plasma. It also reduces inflammation and may even prevent heart attacks. Synthesis of aspirin fall 2010 twostep synthesis of. Students were to select a method to synthesize aspirin to test. Aspirin is also used longterm to help prevent further heart attacks, ischaemic strokes. To prepare aspirin, salicylic acid is reacted with an excess of acetic anhydride.
This figure mainly reflects purchase of 16,000 tons of aspirin tablets or 80 million tablets a year. The mechanism for this synthesis provides examples of three major classes of chemical reactions. Washing the aspirin removed most of the unreacted salicylic acid and acetic anhydride to yield a purer product. Unsubscribe from north carolina school of science and mathematics. Aspirin possesses a number of properties that make it the most often recommended drug. Synthesis of aspirin synthesis of acetaminophen report templates. Aspirin report acetaminophen report introduction in this two week experiment you will be synthesising and purifying two common analgesics painkillers aspirin and acetaminophen.
In a reaction vessel salicylic acid, acetic anhydride and sulfuric acid are mixed. Aspirin, also known as acetylsalicylic acid asa, is a medication used to treat pain, fever, or inflammation. Results and conclusion for aspirin synthesis essay. Dec 15, 2011 unsubscribe from north carolina school of science and mathematics.
In 1897, felix hoffman, german chemist, possibly under the direction of colleague arthur eichengrun, first synthesized a stable form of acetylsalicylic acid from salicylic acid for medical use, better known as aspirin. Much of this is believed to be due to decreased production of prostaglandins and txa2. Place the filter paper and aspirin in the oven to completely dry the paper and aspirin. A small amount of a strong acid is used as a catalyst which speeds up the reaction. These agents reduce the signs and symptoms of inflammation and exhibit a broad range of pharmacologic activities, including analgesic, antipyretic, and antiplatelet properties. In this experiment, we will perform the synthesis of acetylsalicylic acid aspirin, purification by recrystallization and using melting point to confirm identity. Percentage yield is worked out by actual yield of synthesised aspirin.
Aspirin, one of the oldest antiplatelet agents used for antithrombotic therapy, has been demonstrated to cause acetylation of the cyclooxygenase and irreversible inhibition of thromboxane synthesis for the life of the platelet. Biological activity analgesic painkiller antipyretic fever reducer antiinflammatory inhibition of the synthesis of prostaglandins side effects. Aspirin is superior to salicylic acid for oral dosage in that the latter is very bitter, and causes stomach. Synthesis of aspirin synthesis purification characterization aspirin. After recrystallisation differences between the crude and purified aspirin were noted. You have been asked to evaluate a simple organic synthesis for aspirin and to determine if the synthesis merits further funding by santa monica pharmaceuticals.
Aspirin synthesis lab report by alissa lockwood on prezi. How did the synthesis use different temperatures to affect the. Aspirin or acetyl salicylic acid asa is a derivative of salicylic acid, which is used as a pain reliever for various body ailments such as head. Twostep synthesis of aspirin from wintergreen oil aspirin was the first characterized nonsteroidal antiinflammatory drug nsaid shown to inhibit the cyclooxygenase1 and 2 cox 1 and 2 isoenzymes and remains one of the most widely used medications in the world. Though aspirin has numerous benefits, there are several adverse affects as well. Aspirin inhibits the synthesis of thromboxane a2 and prostacyclin pgi2. Aspirins ability to suppress the production of prostaglandins and thromboxanes is due to its irreversible inactivation of the. We use cookies to give you the best experience possible. Aspirin alters the oxygenase activity of prostaglandin synthetase by moving the acetyl group to a terminal amine group4. By continuing well assume youre on board with our cookie policy. This experiment teaches the concept of ester formation using a very reactive acid derivative acetic anhydride with an appropriate alcohol salicylic acid. Aspirin shows antiplatelet or anti coagulant properties by inhibiting the prostaglandins, thereby repairing damaged blood vessels. Aspirin has been used as a medicine by the ancient greeks and the pharaohs of egypt.
Marketing authorisation holder wockhardt uk ltd, ash road north, wrexham, ll 9uf, uk. Acetylsalicylic acid readily hydrolyzes in hot water or solutions that are highly acidic or basic. Synthesis of salicylic acid from oil of wintergreen. Mass the filter paper and aspirin and record the mass in the data table. Before exploring the chemistry of aspirin, one should understand the biological process of inflammation. Aspirin acetylsalicylic acid is a painrelieving compound familiar to virtually all students. This experiment will demonstrate the preparation of aspirin. It is widely used as an analgesic pain reliever and fever depressant.
Synthesis of aspirin acetylsalicylic acid from salicylic. The exothermic reaction will cause the temperature to increase to 7080c. In this experiment aspirin was synthesized from salicylic acid and acetic anhydride. Aspirin, an acetylated salicylate acetylsalicylic acid, is classified among the nonsteroidal antiinflammatory drugs nsaids. Aspirin given shortly after a heart attack decreases the risk of death. Antiinflammatory inhibition of the synthesis of prostaglandins.
Aspirin is the most widely used overthecounter drug in the world. Aspirin is rapidly and completely absorbed after oral administration. Phosphoric or sulfuric acid and acetic anhydride can cause. Aspirin is one of the milder and least expensive pain relievers available. Aspirin has a similar effect upon the endothelial cyclooxygenase, but in. The average tablet contains about 325 milligrams of the active ingredient acetylsalicylic acid combined with an inert binding material such as starch.
Aspirin, the wonder drug, is an important chemical worldwide. Aspirin causes several different effects in the body, mainly the reduction of inflammation, analgesia relief of pain, the prevention of clotting, and the reduction of fever. Aspirin is also an antipyretic compound, which means it reduces fever. It is effective in reducing pain it is an analgesic, reducing inflammation antiinflammatory, reducing fever antipyretic, and thinning blood anticoagulant. The main objective of the synthesis of aspirin lab was so produce aspirin acetylsalicylic acid through the reaction of salicylic acid and acetic anhydride. Aspirin, also known as acetylsalicylic acid asa, is a medication used to reduce pain, fever, or inflammation. The formal synthesis of norpatchoulenol was achieved as well. Acetylsalicylic acid is a wonder drug par excellence. Aspirin synthesis lab report by eddie zhang on prezi. Read the lab thoroughly and answer the following questions.
Each pack of aspirin soluble tablets contains 8, 10, 12, 16. Aspirin s ability to suppress the production of prostaglandins and thromboxanes is. Aspirin inhibits the production of prostaglandin e1 which is the powerful pyretic agent. Company replaced the phenol group with an ester group. Synthesis of aspirin acetylsalicylic acid objectives aspirin, the wonder drug, is an important chemical worldwide. To become familiar with the role of synthetic chemistry through the production of aspirin. Cold water was used to minimize dissolving the product. Aspirin synthesis your team of scientists has been hired by the drug research division of santa monica pharmaceuticals, a new startup company formed by some smc alumni. Synthesise aspirin from 2hydroxybenzoic acid objectives to perform and explain the reactions of acid anhydrides to synthesise aspirin from 2hydroxybenzoic acid safety perform the experiment in a wellventilated room. In the presence of moisture, aspirin may decompose hydrolysis into salicylic acid and acetic acid.
Therefore, your calculation must be based on the amount you actually use. The use of aspirin had its origin in the 18th century, when it was found that an extract from the. Aspirin is an ester that has high molecular weight and it not soluble in water hence the solid can be separated by crystallization process. An experiment is described that is suitable for the early portion of the laboratory in a general chemistry course and integrates organic examples. Preparation and standardization of hcl procedure part 4. Esterification reaction synthesis of aspirin introduction aspirin is one of the milder and least expensive pain relievers available.
Synthesis of aspirin synthesis purification characterization. Quantitative analysis of aspirin further analysis conclusion the overall objectives of. What aspirin tablets look like and contents of the pack soluble aspirin tablets are white, round tablets, which have embossed on one face and a break line on the other. The mass of the recrystallized product is used to determine the yield of the synthesis. The methods used included recrystallization and scratching to produce a precipitate, which was then filtered to remove any excess moisture. Learn aspirin synthesis with free interactive flashcards. Choose from 112 different sets of aspirin synthesis flashcards on quizlet. Cox 1 and 2 enzymes are involved in prostaglandin synthesis. Aspirin is bound to plasma proteins and is widely distributed. While this can be an obstacle for some syntheses, it can be taken advantage of to make the more stable salicylic acid, which fills many of the same roles, by refluxing acetylsalicylic acid powder in low ph solution, cooling, and filtering out the. Aspirin is one of the most widely used nonprescription drugs in the world, with over 50 million pounds consumed annually. This paper describes the first of our organic synthesis experiments, the synthesis, purification, and qualitative spectroscopic characterization of aspirin. Aspirin has a similar effect upon the endothelial cyclooxygenase, but in contrast to th.
It is the twostep synthesis of aspirin starting from oil of wintergreen. Aspirin, also known as acetylsalicylic acid, has a chemical formula of c9h8o4. Aspirin is a drug that is usually used to relieve minor aches and pain and other medical uses such as antiinflammatory medication. Synthesis workingup hplc reaction control purity control experimental arrangement. The starting material, for this synthesis, is 2hydroxybenzoic acid salicylic acid. Annalise manske morgan williams november 7, 2012 synthesis of aspirin introduction. Background aspirin acetylsalicylic acid belongs to a class of drugs known as nonsteroidal antiinflammatory drugs nsaids, which work by blocking the synthesis of prostaglandins in the body.
Synthesis of aspirin aspirin or acetyl salicylic acid asa is a derivative of salicylic acid, which is used as a pain reliever for various body ailments such as head ache. Synthesis of aspirin adapted from bettelheim objective. One of the most consumed drugs production in the us is 10 million kgyear aspirin. Specific inflammatory conditions which aspirin is used to treat include kawasaki disease, pericarditis, and rheumatic fever. Because prostaglandins play a role in inflammation, compounds that. The synthesis of aspirin procedure steps 3 5 were repeated twice more for two more titrations. After synthesis and analysis, it will be determined if the crude and recrystallized samples were composed solely of either salicylic acid, acetylsalicylic acid, or a combination of both 3. The method described before is that followed by most manufacturers to make this chemical. The first test we performed was testing our sample and a commercial aspirin for residual. It is also an antiinflammatory agent, providing some relief from the swelling associated with arthritis and minor injuries. Aspirin synthesis writing anthology central college. This reaction is the reverse of the synthesis reaction.
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