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In the mechanism for formation of acetylsalicylic acid via reaction of salicylic acid with acetic anhydride,...
In this lab you are synthesizing acetylsalicylic acid (ASA) from salicylic acid using acetic anhydride, with phosphoric acid as a catalyst. If the amount of salicylic acid at the start of the reaction was 1.05 g, what is the theoretical yield of ASA in g? Assume acetic anhydride is in excess.
In this lab you are synthesizing acetylsalicylic acid (ASA) from salicylic acid using acetic anhydride, with phosphoric acid as a catalyst. If the amount of salicylic acid at the start of the reaction was 1.05 g, what is the theoretical yield of ASA in g? Assume acetic anhydride is in excess. HINT: The structures of all the compounds you need are in the lab manual.
3. 0.69g of salicylic acid was reacted with 0.6g acetic anhydride in the presence of concentrated phosphoric acid to yield 0.80g of acetyl salicylic acid (see below). Determine the limiting reagent and percent yield. C-CH OH COOH CH, COOH CHC Salicylic acid MW 138.12. mp 159C Acetic anhydride Acetylsalicylic acid M W 102.09. bp 140CMW 180.15. mp 128-1370 4. How do you account for the smell of vinegar when an old bottle of aspirin opened?
Salicylic acid and acetic anhydride are synthesized with phosphoric acid to catalyze the reaction to make acetylsalicylic acid (aspirin). How will you know if you have successfully synthesized acetylsalicylic acid? What compound will you have if you did NOT successfully synthesize acetylsalicylic acid, and how can you confirm it?
H3PO4 OH + OH OH salicylic acid acetic anhydride acetic acid acetylsalicylic acid (aspirin) 1. Why is it better to perform acetylation with acetic anhydride rather than using a Fischer esterification with acetic acid? 2. Draw a complete arrow-pushing mechanism for the reaction. 3. When an old sample of aspirin is left in moist conditions, it will begin to smell like vinegar. Draw a reaction scheme and briefly explain what happened.
0.203 gram of salicylic acid, and 0.658 mL of acetic anhydride (d = 1.082g/mL) react in the presence of an acid catalyst to produce acetylsalicylic acid. Determine the limiting reagent and then calculate the theoretical yield of the product in grams. Report the theoretical yield to three decimal places.
1) Which reactant, salicylic acid or acetic anhydride, is in excess? Show your work. 2) If you were to use 3.17 g of starting material, how much product would you expect? Again, show your work. 3) Why is phosphoric acid added to the reaction? 4) A small amount of water is added at the end of the reaction to react with the excess acetic anhydride. Show a balanced equation for that reaction. 5) Explain the purpose of the FeCl3 test...
10) A student prepares aspirin (acetylsalicylic acid, C,H,0.) by reacting salicylic acid (C,H,O,) with acetic anhydride (C.H.O.). The balanced equation for the reaction is: 2 C,H,O, + C,H,O, + 2 C,H,O, + H,O The lab calls for 3.00 g of salicylic acid to be mixed with 6.40 g of acetic anhydride. What is the limiting reagent and what is the maximum amount of aspirin which can be prepared if the yield for the reaction is 91%?
Experiment 2: Synthesis of Aspirin (Acetylsalicylic Acid ) 1. How many moles of salicylic acid are there in 1.0 grams of salicylic acid? 2. How many moles of acetic anhydride are there in 3 mL of acetic anhydride? 3. When 1.0g of salicylic acid and 3 mL of acetic anhydride react, DETERMINE which one is the limiting reactant (you can go to General Chemistry if you need help about limiting reagent)? 4. What is phosphoric acid used for in the...
1. Mass of salicylic acid (g) 2.0089 5.10ml & 2. Volume of acetic anhydride (mL) Limiting reactant is (circle one): Salicylic Acid or Acetic Anhydride Calculation for Limiting Reactant: 3. Theoretical yield of aspirin (9) Calculation for Theoretical Yield of aspirin: 4. Mass of filter paper 0.3369 N 5. Mass of filter paper + aspirin 2.471g 6. Experimental Yield of aspirin (g) 7. Percent Yield Synthesis of Aspirin An early oral pain reliever, salicylic acid, was determined to cause stomach...