Preview

synthesis of asprin

Good Essays
Open Document
Open Document
543 Words
Grammar
Grammar
Plagiarism
Plagiarism
Writing
Writing
Score
Score
synthesis of asprin
Nitration of Acetanilide

Introduction

When organic compounds are nitrated it changes the composition and reaction of the compounds.[4] We could benefit from these changes, nitration of acetanilide produces a product called p- Nirtoanoline. P-Nitroaniline is commonly used as an intermediate in the synthesis of dyes, antioxidants, pharmaceuticals and gasoline. P-Nitroaniline is also used in gum inhibitors, poultry medicines and as a corrosion inhibitor. [2] Nitration is a type of chemical reaction which a nitro group is added to or substituted in a molecule. It can be carried out by a mixture of concentrated nitric acid and sulfuric acid. Mixture is useful to obtain the active nitronium ion. Electrophilic aromatic substitution is a method used when a functional group is needed to be substituted on to an aromatic compound. In the nitration, nitronium ion acts as the electrophile that involves the attack of the electron-rich Benzene ring. [3] In this experiment nitration is carried out using acetanilide and allows this chemical to be used in a way that could be beneficial for our use.

Procedure

Gathering products

Weighed out 0.202g of acetanilide powder and add 500µl of sulfuric acid to the viol, stir and loosen up clumps. Obtained another clean conical viol, added 110µl of nitric and sulfuric acid to the clean conical viol, then we put the viol with the acid mixture on ice.

Nitration

We added 55µl of the acid mixture (nitric and sulfuric acid) to the viol with the acetanilide and sulfuric acid. We did this for a total of three times until all the acid mixture was added to the acetanilide viol. We put the acetanilide mixture viol in a 10 mL beaker of ice water for 10 minutes. Added 2 mL of ice and water to the acetanilide viol.

Filtration

We filtered and dried the product using the Hirsch funnel filtration, while rinsing the viol with 1 mL of DI water to get the rest of the acetanilide mixture out of the viol. Allow the

You May Also Find These Documents Helpful

  • Good Essays

    Also added was 0.45mL water and 0.165mL acetic anhydride and a magnetic spin vane. An air condenser was attached to the vial and it was heated on an aluminum block, with a temperature maintained at 120C. After the solution dissolved, it was heated an extra 20 minutes to allow the reaction to go to completion then cooled back to room temperature. An ice bath was used to encourage crystal growth. The crystals were removed and centrifuged, then placed on a pre-weighed watch glass to dry and weigh. Percent recovery was found. A small sample was set aside for melting…

    • 860 Words
    • 4 Pages
    Good Essays
  • Good Essays

    Oil Of Wintergreen

    • 516 Words
    • 3 Pages

    The solution then gets foggy/cloudy and white snowlike precipitate is floating within the solution. Heat is added along with a stir bar. The stir bar starts stirring at minute 7. It begins to dissolve the white powder as it spins. At minute 26 the solution becomes clear with barely any flakes left. Sulfuric acid is then added and white flakes are formed. More acid is added until the pH paper turns red. The round bottom is filled with white precipitate. The precipitate is put onto a hirsh funnel that uses vacuum filtration to isolate the precipitate. The product is then added to a beaker with D.I water and heated. It’s put through the hirsh funnel . 3.68 grams of salicylic acid is recovered. The melting point is tested to compare to a perfect sample. The melting point is 146C0. The product is dried and added to a beaker with D.I. water and 10mL of acetic anhydride and 20 drops of concentrated sulfuric acid. This product is chilled to produce crystals. Its then filtered using a hirsh filter using vacuum filtration. Recrystallized and filtered one last time. The product is now acetylsalicylic acid…

    • 516 Words
    • 3 Pages
    Good Essays
  • Good Essays

    Although the acetanilide and aspirin are both quite insoluble in water at room temperature, the sodium salt of aspirin is very soluble in water but insoluble in dichloromethane. Because aspirin is a reasonably strong acid, it can be converted to the salt, sodium acetylsalicylate, by reaction with the basic sodium hydroxide. While the two layers are thoroughly mixed, the aspirin will react with the sodium hydroxide in the bottom layer, which then migrates to the aqueous layer and can be easily separated in a separatory funnel. Adding some dilute hydrochloric acid to the aqueous solution restores free aspirin as an insoluble white solid; evaporating the solvent from the bottom layer leaves the acetanilide behind.…

    • 675 Words
    • 3 Pages
    Good Essays
  • Good Essays

    benzoate was added, the cold nitric acid/sulfuric acid mixture was added to the conical vial…

    • 768 Words
    • 3 Pages
    Good Essays
  • Better Essays

    The electrophilic aromatic substitution reaction is the attack of a benzene ring on an electrophilic species resulting in the substitution of a proton with a functional group. The electrophilic aromatic substitution reaction nitration is used to nitrate methyl benzoate and acetanilide with a nitronium ion. Crystallization was used to purify the product. The melting point was used to determine its purity and the regiochemistry of the products. The methyl benzoate reaction product, methyl nitrobenzoate, was determined to be meta-substituted and the acetanilide reaction product, nitroacetanilide, was determined to be para-substituted.…

    • 3498 Words
    • 14 Pages
    Better Essays
  • Satisfactory Essays

    Experiment 1 Procedures

    • 537 Words
    • 3 Pages

    Procedure: To a 125 mL Erlenmeyer flask containing a mixture of 95% ethanol (6 mL) and acetic acid (5 mL), dissolve acetanilide (7.4 mmol) and sodium bromide (1.8 g). Place the reaction flask in an ice bath (at least 5oC) for 5 minutes (keep this reaction in the hood). Add sodium hypochlorite (8.3 mmol) by addition of household bleach; leave the reaction flask in the ice bath 5 min. After removing the flask from the ice bath and placing a watch glass over the opening, allow the reaction mixture to come to room temperature over 15 minutes. Place the reaction flask into the ice bath and quench the unreacted bromine by addition of both 5 mL of sodium thiosulfate solution (1 g/5 mL) and 5 mL sodium hydroxide solution(1 g/5 mL ); collect the product by suction filtration. Recrystalllize the brominated product from a minimum amount of solvent. You will need to select a solvent from water, 50% ethanol or 95% ethanol. To identify the best solvent, use what you have learned in Organic I Chemistry Lab, hint: think about what properties makes a good recrystallization solvent. Test your recrystallization solvent in test tubes using the tip of a spatula of your compound. Remember to use a water bath to heat organic solvents. NEVER heat organic solvents directly on a hot plate-always use a hot water bath! Dry the product and obtain melting point range (one fast and one slow) and an IR spectrum. Be sure to record observations in your laboratory notebook.…

    • 537 Words
    • 3 Pages
    Satisfactory Essays
  • Good Essays

    Dissolve 25.0 mmol of vanillin in 30 mL 1 M sodium hydroxide in a 125 mL Erlenmeyer flask. If the mixture does not dissolve after 5 minutes of continuous stirring, add another 5 mL sodium hydroxide. Cool the solution to just below 15 oC. In a small beaker, dissolve 12.0 mmol of sodium borohydride in about 6 mL of 1 M sodium hydroxide. Remove the vanillin solution from the ice bath, and add the sodium borohydride solution in small portions to the vanillin over a 5 minute period. Make sure the temperature of the vanillin solution stays in the range of 20-25 oC. (In fact, this is the ideal temperature range for the rest of the lab, through acidification and initial crystal formation.) Once all of the sodium borohydride has been added, let the solution sit at room temperature for 30 minutes, with frequent swirling. Acidify the solution with 6 M hydrochloric acid (6-10 mL may be required), keeping the temperature between 20 and 25 oC. Perform this step carefully, as the solution will foam and the foam will contain vanillyl alcohol. Also, if the mixture gets too hot at this stage, the product will not crystallize properly. Check the pH with litmus paper to ensure it is acidic. Once crystal formation has begun, cool the mixture in the ice bath for 15 minutes. Collect the vanillyl alcohol by vacuum filtration, and wash the crystals with cold water. Store the product in a container specified by the instructor…

    • 491 Words
    • 2 Pages
    Good Essays
  • Satisfactory Essays

    I added 3.5ml of ice-cold water, then I collected the white solid by filtering , I transferred the solid to a 10-ml Erlenmeyer flask then I added 4ml of methylene chloride to dissolve the product, then dried the solution over granular anhydrous sodium sulfate.…

    • 433 Words
    • 2 Pages
    Satisfactory Essays
  • Good Essays

    Weigh a reaction tube while it is in a 50-mL beaker. Record the mass of the beaker and the tube. Place 0.809 g isopentyl alcohol in a test tube using a Pasteur pipette. Then, add 2 mL acetic acid and 3 drops concentrated sulfuric acid to the tube. Add a boiling chip, then wrap a wet Kim-wipe around the top of the test tube. Place the tube in a sand bath on a setting of 2-3. Heat to boiling, then reflux solution for 1 hour.…

    • 1240 Words
    • 5 Pages
    Good Essays
  • Good Essays

    Through the top of the condenser, 14 mL of concentrated sulfuric acid was added drop wise over a period of ten minutes. The addition of the acid created a change in color of the solution to a rustic orange color. The mixture was refluxed for 30 minutes and the solution changed to a faded yellow-orange color. Once reflux was complete, a simple distillation was set up, with the 25 mL collection graduated cylinder placed in an ice bath. The mixture was distilled and combined with the hood partners’ distilled mixture. The distillate was placed in a separatory funnel with 10 mL of distilled water. Once separated, the distillate was added to the funnel again with 9 M sulfuric acid. The organic layer was still in the funnel after separation, as distilled water was added to the solution and then 10 mL of a saturated solution of sodium bicarbonate. The organic solution was dried with anhydrous sodium sulfate for a week. The liquid product was transferred to a 25 mL round bottom flask equipped with a stir bar and a simple distillation was set up. The solution was distilled and the density of the bromide was calculated at 1.222 grams/mL with a boiling range of 87-92◦C. The theoretical yield was calculated at 12.847 grams and the percent yield was 72.3 percent. Next was the characterization and assessment of the purity of the…

    • 1325 Words
    • 6 Pages
    Good Essays
  • Better Essays

    _____________________________________________________________________________ Pre-lab preparation. (1) Read the supplemental material from Zubrick, The Organic Chem Lab Survival Manual. (2) Draw the structure of acetanilide and report relevant physical data. Be sure to cite the source of the data. You should be able to figure out what's relevant by reading the procedure. (3) Find and report the boiling points of the solvents you will be using for this experiment. (4) Outline the steps in the recrystallization of acetanilide.…

    • 1383 Words
    • 6 Pages
    Better Essays
  • Good Essays

    Then we added 3 mL of Acetic anhydride and 2 drops of concentrated Sulfuric acid. Swirl the flask for proper mixing.…

    • 685 Words
    • 3 Pages
    Good Essays
  • Satisfactory Essays

    How aspirin is made

    • 889 Words
    • 4 Pages

    This lab is about synthesizing aspirin using a hotplate to heat the reaction. It involved vacuum filtration, recrystallization, and comparing the properties of aspirin with salicylic aspirin.…

    • 889 Words
    • 4 Pages
    Satisfactory Essays
  • Good Essays

    Synthesis of Acetanilide

    • 540 Words
    • 3 Pages

    This experiment involves four functional groups common in organic chemistry. The substrate (reactants) which are Aniline and Acetic anhydride are both liquids and one of the products is solid (Acetanilide). The reaction of aniline with acetic anhydride is a transformation in which products acetanilide and acetic acid are obtained. A solid product (Acetanilide) is obtained so that it may be recrystallized and a melting point determined.…

    • 540 Words
    • 3 Pages
    Good Essays
  • Good Essays

    Alugbati Ink

    • 258 Words
    • 2 Pages

    Writing ink can be made from many natural sources, such as the fruit juice of the alugbati plant. Alugbati, known in the U.S. as Malabar spinach, is commonly grown for its soft, spinach-like leaves and shoots. Alugbati is of African and East Asian origin. The juice of the fruits was reportedly used in ancient China as ink for official seals. Today, the fruits of the red-stemmed alugbati variety can be used to make ink. As of May 2010, the government of the Philippines is researching commercial production of ink extracted from the alugbati fruits.…

    • 258 Words
    • 2 Pages
    Good Essays