Formula, equations and amount of substance content 6. Nowadays, salicylic acid is administered in the form of aspirin which is less irritating to the stomach than salicylic acid. Aspirin book resource rsc education royal society of chemistry. Weve only produced setup guides for activities 1 to 11 for as and alevel chemistry. Testing for reproducibility as regards to yield and purity of aspirin. Aspirin synthesis routes and referencing for my chemistry alevel at college i have to do a research piece on different synthesis routes of aspirin from the starting material. The procedure is intended for manufacturing on a large scale 100 kg. They therefore stop your body making prostaglandins, some of which stimulate.
Chemistry practicals in the sixth form laboratory are mostly conducted in the fume cupboard. An interactive manual for science education, sserc, 2002. After germany lost world war i, bayer was forced to give it up as part of the treaty of versailles in 1919. The first step of the synthesis involves mixing salicylic acid with ethanoic anhydride. Now set the yintercept to 0 and check the display equation box. Pearson education ltd 2016 this document may have been altered from the original 1. An experiment is described that is suitable for the early portion of the laboratory in a general chemistry course and integrates organic examples. This is accomplished by dissolving the acid in warm ethyl alcohol, adding cold water, and then allowing it to recrystallize in. A guide to help you get ready for alevel chemistry, including everything from topic guides to days out and online learning courses. Aspirin is probably the most well known of the analgesic pain relieving agents. Practical 4 determination of an enthalpy of neutralisation. With a separate spotter for each compound, spot a tlc plate with each solution as outlined in the diagram below. The use of aspirin had its origin in the 18th century, when it was found that an extract from the. Aspirin hc9h7o4 or c9h8o4 cid 2244 structure, chemical names, physical and chemical properties, classification, patents, literature, biological activities.
Synthesizing aspirin and oil of wintergreen purpose in this experiment, you will synthesize acetylsalicylic acid, commonly known as aspirin, and methyl salicylate, oil of wintergreen, from salicylic acid. However the acid is too damaging on the mouth and stomach to be taken directly pka1 2. The average tablet contains about 325 milligrams of the active ingredient acetylsalicylic acid combined with an inert binding material such as starch. Aspirin, one of the first drugs to come into common usage, is still mostly the widely used in the world approximately 35,000 metric tonnes are produced and consumed annually, enough to make over 100 billion standard aspirin tablets every year. These have been agreed by all awarding organisations aos, so all students will have. The crude product aspirin prepared is relatively impure and may be purified by recrystallisation. There are two elements to the practical work that students must carry out in their study of alevel biology, chemistry and physics. Do not lose this container or its contents, you will use them later.
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. Cambridge international as and a level chemistry book free download pdf. Transition pack for a level chemistry get ready for alevel. Willow bark contains salicylic acid, which is the active. Cambridge international as and a level chemistry book pdf. Although the salicin in willow bark has analgesic properties, purified salicylic acid was bitter and irritating when taken orally. When you see that prostaglandins induce inflammation, pain, and fever, what comes to mind but aspirin. The production and manufacture of aspirin essay example. In the uk, all such medicines are formulated from just four active ingredients aspirin, paracetamol, codeine and. The aspirin is formed when you reflux ethanoic anhydride, phosphoric acid, and 2hydroxybenzoic acid together for 15 minutes.
The production and manufacture of aspirin aspirin is one of the most consumed painkillers created up to this date due to its reliability and low expense. You may be asked to describe these experiments in details or be asked about reasons for doing individual steps. A curriculum resource for post16 chemistry and science courses. The narrower the range and the closer the students value to 6 c, the purer the sample. Aspirin is the common name for the compound acetylsalicylic acid, widely used as a fever. Department of chemistry, american university, washington, d. Aspirin contains polar functional groups which can form hydrogen bonds with polar water molecules. This reaction is the reverse of the synthesis reaction. Austin peay state university department of chemistry chem 1121 synthesis of aspirin and oil of wintergreen revision f8 page 3 of 7 procedure synthesis of aspirin 1. In the presence of moisture, aspirin may decompose hydrolysis into salicylic acid and acetic acid. As part of your a level course you will be expected to prepare an organic solid, so even if youre not specifically making aspirin, a lot of the techniques and safety considerations are similar. Aspirin blocks an enzyme called cyclooxygenase, cox1 and cox2, which is involved with the ring closure and addition of.
It is often used to relieve minor aches and pains, reduce fever and as an antiinflammatory medication. This crude aspirin can then be isolated by filtration. Practical work in reformed alevel biology, chemistry and physics. It is aimed to be used after you complete your gcse, throughout the remainder of the summer term and over the summer holidays to ensure you are ready to start your course in september. Pdf this aim of this experiment focuses on the synthesis of pure aspirin acetylsalicylic. The aim of the experiment is to introduce nmr spectroscopy into a traditional undergraduate organic chemistry experiment. A level chemistry course description awarding body. A small amount of a strong acid is used as a catalyst which speeds up the reaction. Aspirin is more soluble in basic alkaline solutions, so it readily dissolves in. Practical 3 determination of an equilibrium constant. The crude product was dissolved in approximately 5ml of ethanol in a 100ml conical flask.
You need to cover activities 1 to 6 for as and 1 to 12 for alevel. This page looks at the reactions of acid anhydrides with water, alcohols and phenols including the manufacture of aspirin. Transition pack for a level chemistry bullers wood girls. Analytical, transition metals, electrochemistry and organic nirtrogen chemistry. Sp11 1021 synthesis of aspirin and oil of wintergreen. H 2 so 4 use a dropper, h 2 so 4 is highly corrosive and swirl the flask gently until the salicylic acid dissolves heat the flask gently on the steam bath for at least 10 minutes. Quenching the reaction mixture with cold water forces the crude aspirin out of solution. Due to its wide range of uses, the demand for this pharmaceutical is very high. Solvent suitable for this recrystallisation process is a mixture of ethanol and water. This reaction would be very slow without a catalyst. Through practical work we are able to make sense of new information and observations. Pure acetyl salicylic acid aspirin synthesis chemistry ch3 o ch3 o o acetic. Synthesis of aspirin experiment chemistry libretexts.
This resource is strictly for the use of member schools for as long as they remain members of the pixl club. Students undertake the synthesis and analysis of aspirin. To prepare aspirin, salicylic acid is reacted with an excess of acetic anhydride. This pack contains a programme of activities and resources to prepare you to start an a level in chemistry in september. Making aspirin in alevel chemistry meoncross school. After eons of prehistory as folk remedy, aspirin emerged in 1899 in one of the worlds first industrial research laboratories. The aspirin will be prepared by reacting a weighed sample of salicylic acid with a weighed sample of acetic anhydride. Practical guide aqa this guide includes details about the required practicals for alevel chemistry.
The aspirin formed will be contaminated with acetic acid and must be purified by recrystallization. Take a small amount of the aspirin tablet and dissolve as much as you can in 3 drops of ethyl acetate. Organic synthesis of aspirin abstract the purpose of this experiment is to synthesize a common organic product called acetylsalicylic acid aspirin, and to become familiar with the optimum conditions needed for successful yields. Experiment 8 synthesis of aspirin aspirin is an effective analgesic pain reliever, antipyretic fever reducer and antiinflammatory agent and is one of the most widely used nonprescription drugs. It also contains information about other experiments that often occur in alevel examinations. The mechanism for this synthesis provides examples of three major classes of chemical reactions. You can also buy a copy of this book via the royal society of chemistry online shop for. H 2 so 4 use a dropper, h 2 so 4 is highly corrosive and swirl the flask gently until the salicylic acid dissolves. Practical 4 the preparation of aspirin practical 5 the preparation of ethyl ethanoate practical 6 using thin layer chromatography to separate the pigments in chlorophyll. From experience to design the science behind aspirin.
The use of salicylic acid to alleviate pain has been known for thousands of years from the extracts of willow bark. Practical 6 using thin layer chromatography to separate the pigments in chlorophyll. Aqa examinations paper 1 physical and inorganic, related practical skills 2 hours, 35% of the alevel, short and long answers paper 2 physical and organic, related practical skills 2 hours, 35% of the alevel, short and long answers paper 3 any content any practical skill 2 hours, 30% of the alevel, questions on practical techniques, data. This book contains eight freestanding activities that can be used singly or as a coherent package in a wide range of teaching and learning situations for both academic and vocational courses. It is divided into separate sections for as and a level making it ideal for students studying both the as and the a level and also those taking the as. Pdf preparing a pure aspirin acetylsalicylic acid researchgate. As and alevel chemistry as 7404 alevel 7405 required practical handbook. By making its acetylation u can synthesize aspirin, if u want it in 3 steps its also possible, use any synthetic chemistry book as vogels. Aspirin is used to relieve pain, reduce inflammation, and lower fever. Place a spatula tip of your purified aspirin in a 2ml glass vial gcms vial and dissolve it in 1ml of ethanol.
These reactions are all considered together because their chemistry is so similar. Make up a volumetric solution and carry out a simple acidbase titration. If you ever find yourself lost in the woods and in need of pain relief, then a willow tree, a fire, and some water may be the answer. Next, we have to prepare recrystallisation of aspirin.
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