This reaction is represented visually below: Figure 1.1 Aspirin synthesis: chemical reaction involving salicylic acid and acetic anhydride as reactants and aspirin and acetic acid as products. The remaining crude aspirin was added to a 125 mL Erlenmeyer flask. In this lab, for recrystallization, the solution was allowed to cool to room temperature very slowly, but was then plunged rapidly into ice water. Part II. According to my experiment and the results, I conclude that my end product is not really pure. Partner: Poojan Parikh The dried crystal is weighed together with the filter paper and watch glass. Chemistry 51 Experiment 11 Synthesis and Analysis of Aspirin Then, the aspirin product was dissolved in water and titrated with both solutions to find the percent purity of the aspirin, which was found to be 99.6% pure. STERILIZATION OF WATER USING BLEACHING POWDER. Hence, the amount of water we use to wash down the crystals during suction filtration might have affected the percent yield too. It is known from the NMR spectrum of acetone, which is a reference compound with only one type of hydrogen (that belonging to CH3), that the peak at 2 PPM in the acetic acid spectrum pertains to CH3 (table 2.3). 6.2 Nitrogen compounds, polymers and synthesis. Chemistry Standard Level Lab Report Thus, the average concentration of NaOH was 5.0 x 10-2 mol/L. T.A.’s: Long Pu Prolonged contact with acid catalyst in the presence of water can lead to regeneration of salicylic acid starting material and reduce acetylsalicylic acid yield. NMR spectra reflect the presence of hydrogen atoms, or protons, in a substance. First, an average molecular weight of 1.7 x 102 g/mol was derived from titrations (table 2.2). Allergies N.K.A Data Collection and Processing and Conclusion and Evaluation Stir and rub mixture to induce crystallisation. After the vapor dissipated, a second volume of DI water, 20 mL, was added. This mixture was generated a total of three times, so as to have three separate flasks with identical mixtures for three trials. As shown in the above reaction, phosphoric acid, H3PO4 acts as a catalyst in the initial mixture of the reactants in order to speed up the reaction. Experiment 19 Aspirin Synthesis and Analysis • Objectives 1. Approx 30mL of hot distilled water is added to the solution. In this experiment, you will measure the melting point of your synthesized ASA product, salicylic acid, a crushed aspirin tablet, and pure ASA from a manufacturer. Sodium acetate (0.20 g) was added to one test tube. The crystals were then washed three times with the vacuum using 5 mL amounts of DI water. Purpose: From both the calculations, I can evaluate that the aspirin is pure to a large extent however due to some errors or improper techniques; the percent yield is not up to expectation and incomplete reactions might also be one of the reasons. Chem. N-acyliminium is a better electrophile than acetic anhydride due to the withdrawal of electron density from the electrophilic carbon by the nitrogen of the pyridyl ring. The two peaks in the 1650 to 1850 cm-1 range in the synthesized aspirin IR spectrum (figure 2.2) are at 1679.70 cm-1 and 1749.46 cm-1. would consist of a lot of water. To most directly measure rate, the concentration of a product should be measured periodically over time. removing the OH so that an ester is formed. The BF3OEt2, due to its toxicity, was added by the TA. Water is added once removed from heat with addition of cold water and suction filtration is carried out. Hypothesis: To determine yield and purity of aspirin 2 Additionally, the exothermic reaction of salicylic acid acetylation is not the sole process influencing the temperature, as the method assumes. An experimental melting point range of 134 – 136 ˚C or narrower would suggest that the recrystallization procedure was sufficiently effective. However, there will be some environmental effects that will still affect the experiment to a small extent. This is a possible source of error that would lead to a less consistent time and wider data spread/greater standard deviation. Fumehood is a local ventilation device that is designed to limit exposure to hazardous or noxious fumes, vapours and dust. This is why pyridine increases the rate of reaction more so than the acetate ion. The flask was then scratched on the bottom and placed in an ice bath to encourage crystallization. This is a relatively high yield and any error can be accounted for by the incomplete reaction of the reactions, side reactions, or loss molecules through poor recrystallization, spills, or solution left in beakers, etc. If you need assistance with writing your essay, our professional essay writing service is here to help! Though the general mechanism uses a Bronsted acid as the catalyst, the mechanism is analogous with a Lewis acid (such as BF3), though instead of a proton, the oxo group will be coordinated by a different electron deficient center (such as the unfilled p orbital of a boron atom). This polymer was not transferred to the solution with water, reducing yield. Hence this might have affected the percent yield too. explain the significance of that organism and why I chose to conduct tests on it. This procedure was repeated using pyridine (5 drops), boron trifluoride etherate (5 drops), then concentrated sulfuric acid (5 drops) as the catalyst. It is the addition of water when carrying out suction filtration. Color changes for iron (III) chloride and iodine tests of unknowns. This would increase the. The percent yield was about 76.7% whereas the temperature range is between 134.2 to 136.1 ÌŠÌŠC. Endothermic side reactions would retard the rate of temperature increase. You can view samples of our professional work here. No plagiarism, guaranteed! Next, NaOH was used to titrate commercial aspirin tablets – one tablet of aspirin, weighing 325 mg, was dissolved in methanol, and then 10 mL of DI water and 4 drops of phenolphthalein (indicator) were added. 1.2 Background 1 Since the values are quite near, this shows that the aspirin we obtained is quite pure and hence contained less impurities. The theoretical melting temperature is 140 ÌŠC. We're here to answer any questions you have about our services. The final product of synthesized aspirin contained no starting materials and its molecular weight was relatively close to that of pure aspirin, thus it was almost entirely pure. To develop basic procedures in organic chemistry for the synthesis of aspirin 4. Patient Initial T.M. Acetic anhydride was used in excess so that salicylic acid and acetylsalicylic acid could be directly stoichiometrically compared and because acetic anhydride is easily hydrolyzed by water and lost. CHEM 123L, Section: 006, Rm: ESC 149 A small melting point range close to the standard of acetylsalicylic acid would suggest a high purity sample, meaning the recrystallization process was effective. 6mL of acetic anhydride is added to the salicylic acid to the flask in the fumehood. Synthesis Of Aspirin Lab Report 1101 Words | 5 Pages. Reactions: Procedure and Results: Aspirin Synthesis Tap water was heated on a steam bath in a 250 mL beaker. Personal and Average times for reaction solution to increase by 4 ˚C. Synthesis of Aspirin By: Jon Torre Purpose: To determine which of four catalysts yields the fastest reaction rate in the acetylation of salicylic acid (1) to form acetylsalicylic acid (2). 4.4 Appearance 4 This might have affected the results. Experiment 19: Synthesis of Aspirin and Oil of Wintergreen 5 Discussion 5, Synthesis and Characterization of Aspirin Relevant Physical Assessment Findings (normal & abnormal). 101 115 31 90% on oxygen 2 L/min via nasal cannula 170/96 4 However there is also another possibility for the lower percent yield value. Indus. A clean and dry watch glass is measured together with a filter paper and the weight is measured and recorded. Aspirin is a drug that is usually used to relieve minor aches and pain and other medical uses such as anti-inflammatory medication. Lab Report This second step rapidly precipitated large crystals, likely leading to high impurity. Student Vincent Estacio Course Nurs 210 skills Date March 2015 Introduction The theoretical yield of 5.22 g acetylsalicylic acid was stoichiometrically determined using the starting mass of salicylic acid (4.0 g) because it was the limiting reactant. The equilibrated thermometer was immediately placed into the reaction solution and the initial temperature on the thermometer was noted. and price, and even there it might be the same. Acetaminophen was first introduced in 1955 (Richman, 2004). After I added these two chemicals to the salicylic acid I placed the new solution in a boiling water bath for 5-10minutes. Name Professor Chem 111 Date Experiment 19 Aspirin Synthesis and Analysis Discussion: In this experiment I made acetylsalicylic acid from salicylic acid. Study for free with our range of university lectures! Extraction of Natural Products Table 3. The final mixture, a clear, colorless liquid, was stirred occasionally and the temperature of the water was monitored. a) the techniques and procedures used for the preparation and purification of organic solids involving use of a range of techniques including: i) organic preparation: use of Quickfit apparatus; distillation and heating under reflux Therefore, from this I learn that I must be more alert when I carry out suction filtration to avoid unnecessary hassle and inaccuracy of results and calculation. We've received widespread press coverage since 2003, Your UKEssays purchase is secure and we're rated 4.4/5 on reviews.co.uk. A small mass of one of four different unknown solid compounds was added to each tube.