Lab 19 - Experiment 19 Synthesis of Aspirin and Oil of Wintergreen The purpose of this experiment was to synthesize and purify the organic

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Experiment 19: Synthesis of Aspirin and Oil of Wintergreen The purpose of this experiment was to synthesize and purify the organic compounds aspirin and oil of wintergreen. Both of these compounds are esters that were synthesized via an esterification reaction of a compound containing an alcohol group and one containing a carboxylic acid group. The aspirin was also purified via recrystallization and the purity of the crude and purified products was determined through melting point analysis and by adding 1% FeCl3 solution to detect leftover salicylic acid. In Part 1 of the experiment, 3.472g of crude aspirin was synthesized using 2.045g of salicylic acid and 5.41g of acetic anhydride. Acetic anhydride was used instead of acetic acid because the lack of water promotes the completion of the reaction to yield more aspirin. The limiting reagent in the reaction was salicylic acid and the theoretical yield of aspirin was 14.8 mmol. Thus, there was a 130% yield in the synthesis of the crude aspirin sample. This is likely caused by excess moisture in the aspirin crystals that was not successfully vacuum-filtered. Also, there are impurities in the product that appear
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This note was uploaded on 04/20/2010 for the course CHEM 1A/ 1 Chem Lab taught by Professor Van koppen during the Spring '10 term at UCSB.

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Lab 19 - Experiment 19 Synthesis of Aspirin and Oil of Wintergreen The purpose of this experiment was to synthesize and purify the organic

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