Organic Stone Name: __________________ Class___________________ Date: ___________________ Saponification Lab The manufacture of soap is one of the earliest chemical processes: some estimates are that people have been making soap for over 2000 years. More debatable is what this “soap” was used for: probably it was used for cleaning and preparing fibers to make cloth or for medicine and not used for actually taking a bath. Soap was derived from fats, which were also used for cooking, lighting (lamps and candles), skin care, and a variety of other purposes that people probably valued more than being clean! Saponification is the term for the reaction that involves taking a glycerol ester (either solid or liquid fat) and heating it with a strong base. The result is soap (a salt of a fatty acid) and glycerol. (The reverse of this reaction is called Esterification). The first step involves dissolving the fat in Sodium Hydroxide and Ethanol. The sodium hydroxide is a strong base 1 Organic Stone Name: __________________ Class___________________ Date: ___________________ (another name for NaOH is lye and hence the term lye soap). People made lye from burning wood and then dissolving the ashes. (That’s what people were doing in limekilns-making lye). The remains of one of these kilns can be seen at the canal lock next to the Wood Bridge here in York County). The mixture of fat, lye, and ethanol mixture is heated gently until all the fat is dissolved. Once dissolved, the fat is reacted with a saturated salt solution (“salted out”) to produce soap. There are as many variations on the above procedure as there are chemistry teachers-so this is just one way to make soap! The lab procedure is fairly self- explanatory; however, there are a few cautions: 1. Extreme care must be taken in this lab with the Ethanol and the Sodium Hydroxide. The ethanol is flammable so you must follow the directions on heating carefully. The sodium hydroxide is a strong base that WILL CAUSE BURNS. 2. The best soap will result from a clean starting beaker, careful measuring and patience in dissolving the fat. Heat gently and stir constantly. 3. Goggles must be worn continually in this lab, if you need a break sit in the classroom portion of the lab. 4. For small volumes of 1 or 2 ml you can use a medicine dropper (20 drops=1ml). 5. READ THE ENTIRE LAB BEFORE YOU BEGIN. 2 Organic Stone Name: __________________ Class___________________ Date: ___________________ Materials: Bunsen burner Ring stand Ring Clamp Wire Gauze Test Tubes Balance Hot Plate Dropper Beaker Filter paper Funnel Scoop Stirring Rods (plastic and glass) Test tube rack Clay triangle Watch Glass Stoppers Goggles Litmus and Hydrion papers Chemicals: Saturated Soln.of NaCl 30% Soln of NaOH Ethanol Distilled Water Veg. oil or lard Commercial Detergent Hand Soap .1M soln. of FeCl3, MgCl2, CaCl2 Mineral Oil Procedure: Day 1-Lab Preparation 1. Clean your glassware: 250 ml beakers, a small beaker (50 or 100 or 150 ml) and a 250 ml Erlenmeyer flask. Use Alconox lab detergent and scrub with one of the scrub brushes. Rinse with water 6 times. Label with sharpie and place in the designated bin for your class. 2. Each lab group should also wash 4 test tubes and label them for the testing on day3. 3. Label the bottom of a Petri dish with masking tape. Place your name on the masking tape with a sharpie marker. 4. Prepare data tables for the soap testing sections of the lab. 3 Organic Stone Name: __________________ Class___________________ Date: ___________________ Procedure for Day 2-Soap Making: Perform as lab partners. 1. Measure 5 ml of oil (if using lard or a solid fat use about 1 level teaspoon) and pour into a clean 250 ml beaker. 2. Add 5.0 ml of Ethanol to the oil (Caution-Ethanol is flammable). Stir vigorously with GLASS stir rod 3. Carefully add 2.0 ml of a 30% solution of NaOH (Cautionstrong base that will cause burns). Stir the solution gently with GLASS stir rod to mix everything in the beaker. 4. Heat this gently over a low flame (you may need to move the burner back and forth under the beaker to avoid overheating. Have a watch class handy to place on the beaker in case the ethanol should catch on fire. 5. Heat for about 10 minutes until the fat odor is gone and the fat is dissolved (you no longer see the fat separating from the aqueous solution and it starts to foam). If the beaker catches fire, carefully place the watch glass on top to extinguish the flames. Allow the beaker to cool. 6. While the beaker is cooling, heat 10.0 ml of distilled water (in a 100 or 150 ml beaker) until it is just about to boil. Add this water to the 250 ml beaker that contains your heated solution. 7. Add 15 ml of saturated NaCl solution to the beaker and stir. At this point you should see the soap forming as a crust or “scum”. 8. Filter the contents of your beaker. Use the plastic stir rod to scrape the beaker sides and transfer to the filter paper. Rinse the 4 Organic Stone Name: __________________ Class___________________ Date: ___________________ liquid down the drain with lots of running water and save the solid on the filter paper using forceps to transfer to your Petri dish (this is the soap!). Day 3: Soap Evaluation/Testing: Perform as a lab table 1. Label four flasks as: Distilled water Soap Laundry Detergent Hand Soap 2. Pour approximately 50 ml of distilled water into each of four 250 ml beakers. To each beaker add: Distilled- add nothing Soap-add a 1 small scoop of your soap Laundry Detergent-1 small scoop of the laundry detergent Hand soap- 1 small scoop of liquid hand soap Stir each beaker until all of the soaps are dissolved. You will use these solutions in the rest of the lab. 3. Label a set of 4 clean test tubes: Distilled Soap Detergent Hand soap Place in a test tube rack and use these test tubes for the rest of the lab. Test of Detergent properties: Place 4 drops of mineral oil in each test tube. Then add about 5 ml of each of your solutions. Stopper and shake each 5 Organic Stone Name: __________________ Class___________________ Date: ___________________ test tube. Record your observations. Thoroughly rinse the test tubes and return to the rack. pH test: Use your glass stirring rod to test the solutions with red and blue litmus paper and with Hydrion paper. Record your observations Hard water test: a. Re-label three test tubes as: CaCl2 FeCl3 MgCl2 b. Add about 5 ml of distilled water to each of the test tubes. Then add the following to each: Distilled-add 1 ml of distilled water CaCl2- add 1 ml of 0.1M CaCl2 solution FeCl3- add 1 ml of 0.1M FeCl3 solution MgCl3- add 1 ml of 0.1M MgCl3 solution Stopper each test tube and shake. Record your observations. Empty test tubes (can go down the drain) rinse thoroughly. c. Repeat the above tests with each of the soap solutions. Conclusions: 1. What do the processes of saponification and esterification have in common? How do they differ? 2. To what class of compound do soaps belong? To what class do fats belong? 6 Organic Stone Name: __________________ Class___________________ Date: ___________________ 3. Describe how your soap compared to the other soap samples in steps in your tests on day 3. Compare and contrast these soaps based on your observations. 4. How do you think soaps are treated commercially before they are sold to the public? 7