Draw the reaction between acetylsalicylic acid and NaHCO3 then draw the reaction between that product and HCl. ( please answer)   Explain why we added the 5% NaHCO3 to the ethyl acetate in the procedure.  ( please answer)

Chemistry
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Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
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Experiment 2 - Extraction

 

Procedure

The procedure[1] has been outlined below. Add details if needed so that you are able to complete the experiment in lab using only this document. 

 

 

The following chemicals may be encountered during this experiment:


 

Acetylsalicylic acid

Sucrose

Acetanilide

Ethyl acetate

Sodium bicarbonate (NaHCO3)

Hydrochloric acid (HCl)

Sodium sulfate (anhydrous)

 

 

  1. Dissolve phensuprin (0.5 g) in ethyl acetate (25 mL).
    1. Measure out 0.5-1.0 g of phensuprin and put it in a beaker (100 mL) along with 25 mL of ethyl acetate.
    2. Stir for 1-3 min, breaking up any chunks as needed
    3. Sucrose will not dissolve, but everything else will.
  2. Gravity filter the solution to collect the sucrose.
    1. Set up a glass funnel in a ring or clamp, so that it will drain into a clean Erlenmeyer flask (125 mL).
    2. Put a fluted filter paper into the funnel and "wet" it with ethyl acetate.
      1. Optional: Weigh the filter paper before using it.
    3. Swirl and pour the solution into the funnel, being careful not to add more than fits in the filter paper at one time. Rinse the beaker with 1-2 mL of additional solvent if needed. Use a spatula to scrape solid out.
    4. Save the filtrate for the next step.
    5. Save the sucrose (in the filter paper). Set it somewhere to dry.
  3. Extract the filtrate with 5% sodium bicarbonate (15 mL) twice.
    1. See diagram for additional instructions
    2. Pour the filtrate into a separatory funnel. Add the sodium bicarbonate and shake/vent the funnel for 30-60 sec. Drain the lower layer into a clean beaker.
    3. Repeat step b using a new 15 mL portion of sodium bicarbonate.
  4. Dry the organic layer over anhydrous sodium sulfate and remove the solvent using a rotovap.
    1. Pour the top layer from the separatory funnel into a clean beaker (100 mL).
    2. Add a scoop of sodium sulfate to the solution and swirl.
    3. Continue adding drying agent until it stops clumping.
    4. Allow it to sit for ~5 min to finish drying.
    5. Gravity filter the solution into a clean 100 mL round bottom flask
      1. Important: Weigh the round bottom flask before adding anything to it
    6. Set up the flask on a rotovap to remove the ethyl acetate.
      1. See diagram for further instructions.
    7. Save the acetanilide for step 6.
  5. Neutralize the combined aqueous layers using 6M HCl.
    1. Combine both 15 mL sodium bicarbonate portions into the same 250 mL beaker.
    2. Place the beaker on an ice bath.
    3. Carefully and slowly add 6M HCl, 1 mL at a time with swirling or stirring. There will be fizzing.
    4. Add a total of _____ mL of 6M HCl then check the pH. Add more HCl if it is not ~2.
    5. Leave the solution on an ice bath for 10 min. A white solid should form.
  6. Collect the acetylsalicylic acid using vacuum filtration.
    1. Set up the vacuum filtration apparatus and wet the filter paper with water
      1. Optional: Weigh the filter paper before using it
    2. Pour the solution into the buchner funnel in small portions, swirl and rinse with water as needed.
    3. Rinse the solid with cold water and allow the solid to dry over the airstream for ~ 5 min.
  7. Weigh each solid and take the melting point.
    1. If filter papers were weighed, weigh the paper + the solid, otherwise scrape the solid onto a tared watch glass or weigh paper
    2. Take the melting points of all solids - each Mel-Temp can hold 3 samples at once.

 


 

 

Draw the reaction between acetylsalicylic acid and NaHCO3 then draw the reaction between that product and HCl. ( please answer)

 

Explain why we added the 5% NaHCO3 to the ethyl acetate in the procedure.  ( please answer)

 

 

Describe how you will be able to use melting point to determine if the solid is pure or not. ( please answer)

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