Preparation of Soap by Lipid Saponification Introduction Soaps are molecules containing a very long alkyl group, which is soluble in non-polar substances (fats and oils), and an ionic end (the salt of a carboxylic acid), which is soluble in water. The cleaning action of soaps results from their ability to emulsify or disperse waterinsoluble materials (dirt, oil, grease, and so on) and hold them in suspension in water. This ability comes from the molecular structure of soap. When soap is added to water that contain oil or other water-insoluble materials, the soap surrounds the oily dirt particles. The alky group, the long hydrocarbon chain, dissolves in the oily dirt, while the ionic end dissolves in water. In simple terms the “oily” hydrocarbon end of the soap attaches itself to the oily dirt particles. By surrounding the oily dirt particles the soap makes the only the ionic water-soluble end expose to the water. As a result and new compound is formed that can be dissolved easily in water. The oily particles are dispersed throughout the water and may be rinsed away. Experiment Procedure: The Preparation of Soap Soaps are prepared by the alkaline hydrolysis (saponification) of fats and oils This reaction, the basis of the soap industry, also provides a commercial source of glycerol that is useful as antifreeze and as a tobacco moistening agent and is necessary in the manufacture and production of nitroglycerine. Part I: The Production of Soap Procedure Safety Alert: The dilute sodium hydroxide solution is corrosive and will vigorously attack human tissue. Wash any contacted area of the skin with cool water. Inform your instructor if your eyes are involved. 1. Put 2.0 ml of vegetable oil and 3.0 ml of dilute (6 M) sodium hydroxide solution (NaOH) into a 100 ml beaker. 2. Cover the beaker with a watch glass and carefully boil the contents over a low flame of a Bunsen burner or electric hot plate. There will be a significant amount of spattering inside the beaker, and steam will escape from the pouring spout of the beaker. Make certain the spout is directed away from you or your lab partners. The boiling rate is more easily controlled if you hold the Bunsen burner in your hand and direct the flame against the bottom of the beaker as needed to maintain a steady but slow rate of boiling. Changing the heat setting on the electric hot plate can make similar adjustments. 3. Heat the beaker until most of the water has evaporated and the contents are the consistency of a thick foam (approximately 3 to 5 minutes). Take care not to char the contents. 4. After heating is completed, remove the heat source and allow the beaker to cool for 10 minutes before you remove the watch glass. 5. While the breaker is cooling, prepare a concentrated solution of sodium chloride by mixing together 15 grams of sodium chloride (NaCl) and 55 ml of distilled water. Stir the mixture to dissolve the solid. 6. After the heated beaker is cool, add 20 ml of the sodium chloride solution prepared in Step 5 to the beaker. Loosen the solid in the beaker by stirring with a spatula. Stir the mixture well, but do not beat it into froth. Decant the liquid from the solid. Use a wire screen to keep the floating soap from leaving the beaker. Dispose of the decanted liquid in the sink. 7. Repeat Step 6 again. Then, add the final 20 ml of sodium chloride solution and stir, but this time filter the mixture through the funnel lined with 2 or 3 layers of cheesecloth and allow the solid soap product to collect in the cheesecloth. 8. Remove the cheesecloth from the funnel and twist it into a ball to remove excess liquid for the soap. Save the soap product for use in Part II: The Properties of Soap. Part II: The Properties of Soap A. The Emulsifying Properties of Soap As a result of soap’s molecular structure, soap is capable of emulsifying or dispersing oil and similar water-insoluble substances. Procedure for the Testing of Emulsifying Properties 1. Prepare a soap solution by dissolving about 1 gram of your soap product in 60 ml of boiling water. This solution will be used throughout Part II. 2. Place 4 drops of mineral oil into each of two separate 15 cm test tubes. 3. Add 5 ml of distilled water to one test tube, 5 ml of the soap solution to the other test tube. 4. Shake both tubes vigorously for 1 minute. 5. Observe the degree of oil emulsification in each tube as indicated by the presence of suds and the absence of oil droplet in the liquid, or the absence of oil scum on the inside of the test tube. 6. Record your results in Table A of the Data and Report, Using the following scale: = good emulsifier; = fair emulsifier; = poor emulsifier. 7. Dispose of the test tube contents in the sink. B. The Behavior of Soap in Hard Water The sodium and potassium salts of most carboxylic acids are water-soluble. However, the calcium, magnesium, and iron salts are not. Thus, when soaps are placed in hard water that contains such ions, an insoluble, curdy solid forms. Most of us have seen these results in the form of a bathtub ring. This process removes soap ions from solution and decreases the cleaning effectiveness of soaps. Procedure for Testing Soap in Hard Water Conditions 1. Place 5 ml of soap solution in each the three 15 centimeter test tubes. 2. Add 2 ml of 1% calcium chloride (CaCl2) to one soap-containing test tube. Repeat this process, using 1% magnesium chloride (MgCl2) and 1% iron chloride (FeCl3) solutions. 3. Mix the contents by inverting each tube and note whether or not a precipitate forms. Indicate the amount of precipitate by the following scale: = very large amount of precipitate; = large amount of precipitate; = little or no amount of precipitate. 4. Record your results in Table B. 5. Add 4 drops of mineral oil to each test tube and shake the mixture vigorously. 6. Observe and record (Table B) the emulsifying ability of the soap solution in each of the test tubes as indicated primarily by the amount of suds formed. Use the Following scale: = heavy suds; = light suds; = little or no amount of suds. 7. Dispose of the test tube contents in the sink. C. Alkalinity of Soap Soaps undergo a hydrolysis reaction in water. As a result, soap solutions tend to be alkaline. Procedure for testing the pH of the Soap Solution 1. Test a small sample of your soap solutions with red litmus paper. Record the results in Table C. 2. Test a small sample (20 drops) of your soap solution by adding 2 or 3 drops of phenolphthalein indictors. Phenolphthalein is pink at a pH higher than about 8 on the pH scale. Data and Report Sheet Properties of Soap Solution Table A: Emulsifying Properties Test Tube Contents Emulsifying Ability Oil and Water Oil and Soap Solution Table B: Behavior in Hard Water Test Tube Contents Amount of Precipitate Soap Solution and CaCl2 Soap Solution and MgCl2 Soap Solution and FeCl3 Test Tube Contest Emulsifying Ability Soap Solution and CaCl2 plus oil Soap Solution and MgCl2 plus oil Soap Solution and FeCl3 plus oil Table C: Alkalinity Soap Solution Reaction to red Litmus Reaction to Phenolphthalein __________________ _______________________ Questions 1. In an ion-exchange water softener, hard water ion such as Ca2+, Mg2+, and Fe3+ are replaced by sodium ions, Na+. How do the added Na+ ions influence the behavior of the soap? a. Na+ ions decrease their cleaning effectiveness b. Na+ ions increase their cleaning effectiveness c. Na+ ions have no effect on the cleaning effectiveness. Explain your Answer: ________________________________________________________________________ ________________________________________________________________________ ________________________________________________________________________ 2. The soil found in most dirty ovens consists primarily of fats or oils. Some popular oven cleaners are solutions of strong base. After the cleaner is applied, it is allowed to sit for some time. Much of the baked-on grease and oil then wipes away because it has been partially converted into which of the following? a. Soap b. An acid c. Carbon d. Carbon Dioxide gas e. Sugar Explain your Answer: ________________________________________________________________________ ________________________________________________________________________ ________________________________________________________________________
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