Synthesis and Purification of Acetylsalicylic Acid (ASA or Aspirin) Background Salicylic acid is a phenol as well as a carboxylic acid. It can therefore undergo two different types of esterification reactions‚ creating an ester either with the hydroxyl or with the acid. In the presence of acetic anhydride‚ acetylsalicylic acid (aspirin or ASA) is formed. Correspondingly‚ an excess of methanol will form methyl salicylate‚ which is also an analgesic. In this experiment‚ we shall use
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Experiment #04: Synthesis of Salicylic Acid from Wintergreen Oil I. Introduction and Purpose Until 1874 commercial salicylic acid was synthesized entirely from natural wintergreen oil. In this experiment the salicylic acid is reproduced using methyl salicylate‚ the major constituent of wintergreen oil and later compared to salicylic acid made from benzene. The purpose of this lab is to determine the difference between salicylic acid made from methyl salicylate and salicylic acid made from benzene
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RECRYSTALLIZATION AND MELTING POINT DETERMINATION OF BENZOIC ACID ANSWERS TO QUESTIONS 1. How does the use of fluted filter paper hasten filtration? Why is it advisable to place a small piece of wire between the funnel and the mouth of the flask during hot filtration? Fluted filter paper is effective in preventing crystal formation in the filter paper. It is also often used in filtering hot saturated solution used during crystallization. One major advantage of a fluted filter is that it increases
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EXPERIMENT 4: Synthesis of Salicylic Acid from Wintergreen Oil Abstract: The purpose of this experiment is to take methyl salicylate (wintergreen oil) and by heating it under reflux with NaOH as a solvent‚ and then cooling the mixture with H2SO4 as another solvent‚ synthesize salicylic acid. The final step involves purify the product to produce as pure a sample of salicylic acid as possible. This process allowed for the successful production of 1.406g salicylic acid‚ an 82.70% yield. The NMR and
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objective of the experiment was to prepare Benzilic acid by multistep synthesis starting with benzaldehyde. In this setup however‚ product of the first step‚ Benzoin‚ is provided thereby omitting the first step involving the conversion of benzaldehyde. For this experiment‚ the microscale techniques of reflux‚ crystallization‚ and melting-point determination were used. Utilizing these techniques a product yield of 93% for benzil and 57% for Benzilic acid was obtained‚ as well as a melting point range of
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Introduction In a Grignard reaction‚ a Grignard reagent (R–MgX) adds to the carbonyl group in an aldehyde or ketone to form an alcohol (Figure 1). The reaction of a Grignard reagent with formaldehyde can be to synthesize a primary alcohol‚ with any other aldehyde can be used to synthesize a secondary alcohol‚ while the reaction with ketone is useful in the synthesis of a tertiary alcohol. Figure 1. General reaction mechanism of a Grignard Reaction The preparation of the Grignard reagent involves
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Grignard Reaction: Synthesis of Triphenylmethanol Hai Liu TA: Ara Austin Mondays: 11:30-2:20 Abstract: In this experiment‚ phenylmagnesium bromide‚ a Grignard reagent was synthesized from bromobenzene and magnesium strips in a diethyl ether solvent. The Grignard reagent was then converted to triphenylmethanol‚ a tertiary alcohol with HCl. The reaction for phenylmagnesium bromide was: The reaction for Grignard to triphenylmethanol was: In the formation of the Grignard reagent
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Introduction This lab’s purpose was to determine whether Salicylic Acid made from methyl salicylate is the same as Salicylic Acid made from benzene. This information can be found by comparing the difference in melting points of the two samples of Salicylic Acid. Here are the physical properties of Salicylic Acid and the mechanism of reactions that occurred in this lab. How Salicylic Acid is derived: Procedure/Results First‚ .26mL of 2.0mmol methyl Salicylate was measured and put
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isomers of α-phenylcinnamic acid. This was accomplished by refluxing benzaldehyde‚ phenylacetic acid‚ acetic anhydride and triethylamine as a base. The chemical equation of a Perkin Reaction can be seen below. The reaction mechanism for the synthesis of α-phenylcinnamic acid is shown below: Results: Theoretical Yield Therefore‚ phenylacetic acid is the limiting reagent. Table 1. Literature and actual IR values of (E) and (Z) isomers of α-phenylcinnamic acid. Compound Literature
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#15 Synthesis of Ethyl Salicylate from Salicylic Acid ____________________________________________________________ _______________ Purpose: Salicylic acid is converted to the liquid ethyl salicylate by addition of ethanol. Yields of salicylic acid (week 1) and ethyl salicylate will be found‚ as well as the overall yield of the 2-step conversion of acetyl salicylic acid to ethyl salicylate. Introduction: Esters are formed from the reaction of acids and alcohols: O O
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