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Synthesis Of Organic Compounds : Synthesis

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Laboratory 5: Synthesis of Organic Compounds

Introduction:

In this experiment, aspirin will be synthesized from salicylic acid using acetic anhydride. The sodium salt was initially prescribed for its antipyretic and analgesic effects, but the salt was too irritating to the stomach, so a phenyl ester version was developed as a replacement. The esterified version passed successfully through the acidic stomach without irritation. It was hydrolyzed in the basic environment of the intestines, producing poisonous phenol. To avoid this problem, acetylsalicylic acid, where an ether is instead formed by the reaction of the alcohol group of salicylic acid with acetic acid, is used now. Acetylsalicylic acid, better known …show more content…

Then, heat the system on a hot plate for about 15 minutes after the water begins to boil gently. If the solid does not dissolve, heat for an additional 10 minutes, stirring as necessary. Next, Remove the flask and add 25 mL of ice water to the flask to decompose any unreacted anhydride. Then sit the flask in a beaker of ice until crystallization is complete. Next, separate the crystals from the liquid by suction filtration. Wash the crystals well with water, breaking up large chunks. Then leave the crude crystals to dry on the suction filter while you perform the experiment in part B. Measure the crude yeliend and make additional observations about the nature of the crystals. Next, recrystallize the crude aspirin by dissolving the crystals in a small amount of ethanol in a small beaker. Heat the solution to boiling. All crystals should eventually dissolve when boiling is reached. Carefully remove the beaker from the hot plate and allow to cool to room temperature. Promote further crystallization by cooling in an ice bath. Then, use the suction filtration apparatus again to filter the crystals. Use some water to wash if necessary. Allow the crystals to dry, breaking up any lumps with a spatula. Then, measure the melting point of the aspirin and compare with that of salicylic acid and pure acetylsalicylic acid. Place any leftover product into the designated waste container. For the preparation of oil of wintergreen in a green small beaker add

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