Preview

Preparation and Recrystallisation of Aspirin

Best Essays
Open Document
Open Document
1808 Words
Grammar
Grammar
Plagiarism
Plagiarism
Writing
Writing
Score
Score
Preparation and Recrystallisation of Aspirin
Preparation and Recrystallisation of Aspirin

Contents Page
Synopsis iii
1 Introduction 1 1.1 Objective 1
1.2 Background 1
2 Theory 1
3 Procedure 2 3.1 Materials 2
3.2 Preparation 2
3.3 Recrystallisation 3
3.4 Determination of Melting Point 3
4 Results and Calculation 4 4.1 Mass 4 4.2 Percent yield 4 4.3 Melting Point 4 4.4 Appearance 4
5 Discussion 5
6 Conclusion 5

References R1

Synopsis
This report is based on preparation and recrystallization of aspirin. The objective of the experiment is to conduct the synthesis of aspirin and reinforce the skills of recrystallization and technique of melting point determination. Both experimental successes and errors were analyzed. The mass of recrystallized aspirin recorded was 0.85g, which led to a low percent yield of 27.1%. The melting point was 135.5 – 138.3 ˚C, but had a quite a wide range which could be due to impurities present. The aspirin had an appearance of a white, needle-like crystalline solid. If time permitted, the experiment could be repeated to improve the results, by reducing the errors which was analyzed. Overall, the experiment can be deemed as quite successful.

1 Introduction 1.1 Objective
The objective of this experiment is to learn to conduct the synthesis of aspirin, reinforce the skills of recrystallization and determination of melting point. 1.2 Background
The active ingredient in aspirin, acetylsalicylic acid, is a synthetic derivative of a compound, salicin found commonly in willow trees. Ancient Greeks had noted the medicinal effect of willow tree extracts, yet its active ingredient salicylic acid was only isolated until the 1800s. However, it was strongly acidic making it hard to swallow and caused irritation to the lining of the mouth and stomach. Only later in 1897, the process to synthesize an ester of salicylic acid,



References: Singapore Polytechnic Inorganic and Organic Chemistry CP4006/CP8102 Lab Manual, 2012. Preparation and Recrystallization of Aspirin. Aspirin, 2009 [Online]. Available from: http://www.drugs.com/aspirin.html [Accessed 24 August 2009]. Aspirin, The Wonder Medicine, 2007 [Online]. Royal Society of Chemistry, UK. Available from: http://www.rsc.org/images/RSCaspirin_tcm18-159223.pdf [Accessed 2007]. gr33nbamb00, 2008. The Synthesis of Aspirin [Online]. Available from: http://vinstan.wikispaces.com/The+Synthesis+of+Aspirin [Accessed 30 December 2008]. Nick Henderson. 100 years of Aspirin [Online]. Aspirin Foundation, UK. Available from: http://www.aspirin-foundation.com/what/100.html

You May Also Find These Documents Helpful

  • Satisfactory Essays

    Isolation of Aspirin: The organic filtrate was extracted through a separatory funnel with 32 mL 5% sodium bicarbonate to produce an aqueous layer and a dichloromethane layer. 7.2 mL 6 M hydrochloric acid were added to the aqueous layer until the pH was 2. The mixture was then cooled in an ice/water bath for 10 minutes. The aspirin was collected by vacuum filtration. After it dried, it yielded 0.93 g (30.9 % of original Panacetin).…

    • 291 Words
    • 2 Pages
    Satisfactory Essays
  • Powerful Essays

    2.014 g of Panacetin was measured and put inside a 125 mL Erlenmeyer flask. 35 mL of Dichloromethane (DCM) was added to the 125 mL Erlenmeyer flask. After addition of DCM the Panacetin lumps were crushed with a stirring rod. Next a fluted filter paper was pre-weighed. The filter paper weighed around .860 g. Gravity filtration was then used to filter the mixture into a 125 mL collecting flask. The mixture was filtered in order to separate the crude sucrose from the mixture. The original container was then rinsed through the filter paper again with 5 mL of DCM and the mass of filter paper containing sucrose was measured after it was dry. The last step was to perform the isolation of Aspirin. See image below.…

    • 1744 Words
    • 7 Pages
    Powerful Essays
  • Good Essays

    The purpose of this experiment was to create and obtain pure acetaminophen. p-aminophenol and acetic anhydride were used to create acetaminophen and acetic acid. The acetic acid mixed with acetaminophen created an impure sample, which was purified through the addition of a water/methanol solution. The percent recovery of acetaminophen from the impure sample to the pure sample was 76%. The melting point of the pure sample was 167C - 169C.…

    • 860 Words
    • 4 Pages
    Good Essays
  • Satisfactory Essays

    Aspirin reacted with Sodium Bicarbonate to form salt, sodium acetylsalicylate. The reaction caused fizzing and gas. When hydrochloric acid was added to sodium acetylsalicylate the solution bubbled, sizzled, and gave off heat. All precipitates were white.…

    • 360 Words
    • 2 Pages
    Satisfactory Essays
  • Powerful Essays

    Aspirin, Caffeine and Salicylamide were extracted from an over-the-counter pain reliever (BC Powder). These components were separated by manipulating their solubilities by adjusting the acidity and basicity of the solution. By doing this, the three components were forced into conjugate acid (or base) forms, causing selective solubility in either an aqueous or organic solvent. These layers were then separated by use of a separation funnel. Once separated, the components extracted were characterized by measuring the melting point and performing a TLC analysis. Also, the recovered aspirin from the first part of the experiment was recrystallized and compared to that of the isolated aspirin.…

    • 1653 Words
    • 7 Pages
    Powerful Essays
  • Satisfactory Essays

    In this lab our basic goal was to make the sucrose, aspirin and unknown that are formed from pharmaceutical panacetin. In doing this lab we used NaOH and diethyl either, along with water. We used a centrifuge…

    • 479 Words
    • 2 Pages
    Satisfactory Essays
  • Good Essays

    The purpose of this experiment is to investigate the composition of a simulated pharmaceutical preparation Panacetin, a proposed type of pain-killer. Panacetin is typically made up of sucrose, aspirin, and acetaminophen, but the third component in this experiment is unknown. The unknown component is suspected to be a chemical relative of acetaminophen, either acetanilide or phenacetin. Using techniques such as extraction, evaporation, and filtration, the three components will be isolated based on their solubilities and acid-base properties. The percent composition of Panacetin will also be deduced based on the masses of the three dried components; this is done to verify the composition attained is consistent with those listed on the preparations label. As a result of this investigation, my teammates and I allowed the Panacetin to undergo gravity filtration and separation techniques in order to identify whether there are any discrepancies in the components of the Panacetin. Furthermore, recrystallization and purification methods were used to determine if the unknown substance were similar in properties to either of the suspected unknown substances by comparing factors such as melting points to the chemical properties of phenactin and acetanilide. The results were as expected, based on the molecular weights and ratios of each separated chemicals, as well as the boiling point of the unknown it was determined that these ranges were close enough to indicate that the label is reasonably accurate in its composition. To add on however the identity of the unknown component differed from what the label indicated. In the end, the percentage composition attained based on our observations and yield confirmed that indeed the chemical composition of Panacetin were as indicated on the preparations label. The identity of the unknown component however suggested that the preparation did not contain acetaminophen as indicated, but instead was consistent with the chemical properties…

    • 305 Words
    • 2 Pages
    Good Essays
  • Good Essays

    Pre-Lab: Analgesic drugs are known for reducing pain, while antiseptic drugs reduce symptoms such as fevers and swelling. However, some of these drugs can reduce both illnesses. To obtain a pure compound in these drugs, the scientist needs to separate the desired compound by taking advantage of the different physical and chemical properties. Such as; different boiling points, melting points and their solubility properties. To do this a chemist can also asses the differences between acidic and basic substances when they are added to water soluble mixtures. Within this current experiment I will asses the pharmaceutical preparation of Panacetin, by using it 's solubility along with other organic molecules. We know that Panacetin is made up of sucrose, aspirin and some other unknown substance. We know the substance has to be Phenacetin or Acetanilide. To help solidify our reasoning, we need a % recovery of 8-12% sucrose, 35-45% aspirin and 45-55% unknown.…

    • 1948 Words
    • 56 Pages
    Good Essays
  • Satisfactory Essays

    Acetaminophen is a common analgesic used to treat mild pain. We synthesized acetaminophen by reacting p-aminophenol and acetic anhydride. The amine group on the p-aminophenol reacted with the center oxygen atom on the acetic anhydride to form an amide. We reacted 0.210g of p-aminophenol with 0.240ml of acetic anhydride in the presence of heat, and then cooled the solution in an ice bath until crystals formed. The solid acetaminophen was filtered from the solution and then subjected to a recrystallization using a 50:50 water-ethanol solvent. 0.1484g of crude acetaminophen was measured and after purification 0.0669g of pure acetaminophen was collected. A percent yield of 23% was calculated from our theoretical and actual yield. The melting point…

    • 142 Words
    • 1 Page
    Satisfactory Essays
  • Good Essays

    Aspirin Research Paper

    • 1199 Words
    • 5 Pages

    Aspirin has a pKa of 3.49 and a melting point of 138-140 degrees Celsius. Aspirin molecule’s are insoluble in water that is why it must be sold in a solid form, there are no liquid forms of aspirin available. Aspirin is ionised in the stomach. Aspirin is easily hydrolysed as…

    • 1199 Words
    • 5 Pages
    Good Essays
  • Good Essays

    Wintergreen Oil Synthesis

    • 515 Words
    • 3 Pages

    Salicylic acid, used in production of substances used worldwide such as commonly used analgesic drug aspirin(cite), can be obtained from natural resources such as wintergreen oil or can be synthesized. Through a series of chemical reactions with cheap raw materials beginning with beginning with methyl salicylate and, it is a cheaper and more efficient method of making salicylic acid from natural resource of benzene. The purpose of the experiment is to prepare salicylic acid methyl salicylate, and compare it to the one already made naturally from benzene to determine any differences…

    • 515 Words
    • 3 Pages
    Good Essays
  • Powerful Essays

    Aspirin Sample

    • 1996 Words
    • 8 Pages

    The educational goals of this lab are to find the structural formulas for salicylic acid, acetic anhydride, and aspirin and to use these structural formulas to construct a reaction equation by describing the synthesis of aspirin. In addition, you have to be able to use your percent purity calculations to determine the percent yield of your synthesis of aspirin.…

    • 1996 Words
    • 8 Pages
    Powerful Essays
  • Good Essays

    Purity of Aspirin Report

    • 1163 Words
    • 5 Pages

    The results I used where the published value of what temperature pure aspirin melts at, the temperature my aspirin sample melted at, the weight of pure aspirin and the weight of impure aspirin.…

    • 1163 Words
    • 5 Pages
    Good Essays
  • Better Essays

    was used to detect the presence of a phenol group, with a positive result indicating the…

    • 1870 Words
    • 8 Pages
    Better Essays
  • Good Essays

    1. While doing Chemical Ideas 13.5 there is no need to cover polyesters (page 318) or ester hydrolysis (page 319). These will be covered in Designer Polymers (DP). As a result there is no need to do Problems 4, 6 (parts d & e) or 8 (parts d & e). 2. Add Esters from salicylic acid (page 315). 3. Note that the anhydride reactions on pages 318–319 do not need to be learned. They are to explain activity WM5.1: A preparation of aspirin.…

    • 2823 Words
    • 12 Pages
    Good Essays