Write the reaction involved in the synthesis of aspirin.

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
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Write the reaction involved in the synthesis of aspirin.
OBJECTIVE/S:
1. To introduce students to the pharmaceutical industry and to organic chemistry by way of an
exercise in the synthesis of aspirin (acetylsalicylic acid)
MATERIALS:
QTY
1
1
1
2
1
1
1
1
1
1
1
1
PROCEDURE:
Apparatus/Materials/Equipment
Erlenmeyer flask (125ml)
Funnel
Alcohol lamp
250 ml beaker
Iron stand
Iron ring
Wire gauze
Tripod
Stirring rod
500 ml Beaker
Filter paper
Beaker 50 ml
QTY
40g
60ml
10mL
200ml
1pack
100ml
Chemicals
Salicylic acid (solid)
Acetic anhydride
Conc 18M H₂SO₂
Ethanol for alcohol lamp
Distilled water
Ice cubes
ethanol
Addtl Ethanol for alcohol lamp
2. Weigh 5 grams of Salicylic acid (C-H503) and transfer to a 125 mL Erlenmeyer flask.
Measure 7 mL of Acetic anhydride.
3.
4.
Slowly add the Acetic anhydride to the Salicylic acid. (Don't let the Acetic anhydride
contact your skin and don't get the vapors in your eyes.)
5. Slowly add 8 drops of conc 18M H₂SO4 to the reaction vessel.
Transcribed Image Text:OBJECTIVE/S: 1. To introduce students to the pharmaceutical industry and to organic chemistry by way of an exercise in the synthesis of aspirin (acetylsalicylic acid) MATERIALS: QTY 1 1 1 2 1 1 1 1 1 1 1 1 PROCEDURE: Apparatus/Materials/Equipment Erlenmeyer flask (125ml) Funnel Alcohol lamp 250 ml beaker Iron stand Iron ring Wire gauze Tripod Stirring rod 500 ml Beaker Filter paper Beaker 50 ml QTY 40g 60ml 10mL 200ml 1pack 100ml Chemicals Salicylic acid (solid) Acetic anhydride Conc 18M H₂SO₂ Ethanol for alcohol lamp Distilled water Ice cubes ethanol Addtl Ethanol for alcohol lamp 2. Weigh 5 grams of Salicylic acid (C-H503) and transfer to a 125 mL Erlenmeyer flask. Measure 7 mL of Acetic anhydride. 3. 4. Slowly add the Acetic anhydride to the Salicylic acid. (Don't let the Acetic anhydride contact your skin and don't get the vapors in your eyes.) 5. Slowly add 8 drops of conc 18M H₂SO4 to the reaction vessel.
6. Assemble a hot water bath and place the Erlenmeyer flask in the water bath.
7. Heat the water bath. Start timing when the water boils. Heat for 15 minutes.
8. Turn off the alcohol lamp and remove the flask from the water bath.
9. Allow the flask to cool for at least 5 minutes.
10. Add 15 ml of water to the flask and swirl to mix the contents.
11. Place the flask in an ice bath to allow the aspirin to crystallize. If crystals do not appear,
scratch the walls of the flask with a stirring rod to induce crystallization.
12. Collect the crystals by passing the solution thru a funnel fitted with a fluted filter paper.
13. Rinse the flask to dislodge residual crystals and add the washings to (11)
14. Transfer the collected solids into a clean, dry 250 ml beaker.
15. Add 12 ml of 95% ethanol. Warm (but do not boil) over a water bath until all the crystals
dissolve.
16. When the crystals are completely dissolved, remove from the water bath and add 12 ml
of water. Set aside and allow the solution to cool for 10 minutes.
17. Place the beaker in an ice bath to allow for crystals to form. If crystals do not appear,
scratch the bottom of the beaker with a stirring rod to induce crystallization.
18. Collect the crystals by passing the solution thru a funnel fitter with a fluted filter paper.
19. Air dry the crystals ad transfer to a smaller beaker.
Transcribed Image Text:6. Assemble a hot water bath and place the Erlenmeyer flask in the water bath. 7. Heat the water bath. Start timing when the water boils. Heat for 15 minutes. 8. Turn off the alcohol lamp and remove the flask from the water bath. 9. Allow the flask to cool for at least 5 minutes. 10. Add 15 ml of water to the flask and swirl to mix the contents. 11. Place the flask in an ice bath to allow the aspirin to crystallize. If crystals do not appear, scratch the walls of the flask with a stirring rod to induce crystallization. 12. Collect the crystals by passing the solution thru a funnel fitted with a fluted filter paper. 13. Rinse the flask to dislodge residual crystals and add the washings to (11) 14. Transfer the collected solids into a clean, dry 250 ml beaker. 15. Add 12 ml of 95% ethanol. Warm (but do not boil) over a water bath until all the crystals dissolve. 16. When the crystals are completely dissolved, remove from the water bath and add 12 ml of water. Set aside and allow the solution to cool for 10 minutes. 17. Place the beaker in an ice bath to allow for crystals to form. If crystals do not appear, scratch the bottom of the beaker with a stirring rod to induce crystallization. 18. Collect the crystals by passing the solution thru a funnel fitter with a fluted filter paper. 19. Air dry the crystals ad transfer to a smaller beaker.
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