Paul Grandstand Analyzing Antacids Introduction: The purpose of this project was to mix and then identify the likely ingredients of an antacid and put that into a flowchart to help identify substances in three commercial antacids: Tums, Rolaids, and Alka-Seltzer. Background: Antacids are drugs that neutralize the excess acid in the stomach. They contain the active ingredients, flavoring agents, substances to soothe the walls of the stomach, and binders, such as cornstarch, to hold the tablet together in the stomach (1). They prevent what is called hyperacidity or too much stomach acid or HCl (2). Some of the dangers with excessive use of antacids include kidney stones, a disrupted acid-base balance in the blood, and Alzheimer’s disease (3). The most common active ingredients in antacids are magnesium hydroxide, Mg(OH)2, sodium bicarbonate, NaHCO3, calcium carbonate, CaCO3, and aluminum hydroxide, Al(OH)3 (4). The Mg(OH)2 and the Al(OH)3 react with stomach acid in an acid base reaction: Mg(OH)2(s) + 2HCl(aq) → MgCl2(aq) + 2H2O(l) 2Al(OH)3(s) + 6HCl(aq) → 2AlCl3(aq) + 3H2O(l). The NaHCO3 or CaCO3 react by forming a salt, water, and a gas: CaCO3(s) + 2HCl(aq) → CaCl2(aq) + H2O(l) + CO2(g) NaHCO3(s) + 2HCl(aq) → NaHCl2(aq) + H2O(l) + CO2(g) (4). The most challenging substance that we had to make in order to analyze an antacid was anthocyanin. Anthocyanin is made by extracting it from red cabbage and then adding isopropanol. When a few drops of anthocyanin are added to the mixture, it turned the sodium bicarbonate a bluish green (pH 8), sodium carbonate green (pH 11.5), sodium hydroxide yellow-green (pH 12-13), and boric acid pink (pH 4.5). One interesting note is that although the sodium borate should turn blue-green, it doesn’t because the borax reacts with the ortho hydroxy groups on the aromatic ring of anthocyanin, forming a borate salt. As a result, it turns it grey (5). A substance that we had to make was a copper reduction tablet only in a powder mixture. This powder was made up of by mass: 1 part copper(II) sulfate, 12 parts sodium hydroxide, 4 parts sodium carbonate, and 15 parts sodium chloride. When this powder was added to the antacid, it identified fructose or glucose by giving a reddish precipitate: C6H12O6(aq) + Cu2+ + NaOH → NaC6H11O7 + Cu2O (red) (5). These are the half reactions: e- + Cu2+ → Cu1+ red. H2O + C6H12O6 → C6H11O7- + 3H+ + 2e- ox. Another substance that we used was iodine tincture. This reacted with starch, forming a dark blue starch-iodine complex. This happens when the iodine molecules fit within the spiral structure of the amylose molecules: starch + I2 → (blue) (5). We also had to use lye or 2% NaOH(aq) to detect magnesium sulfate: MgSO4(aq) + 2NaOH(aq) → Mg(OH)2(s) + Na2SO4(aq). It detected the magnesium sulfate because only the magnesium sulfate formed an insoluble hydroxide (5). Using a flowchart or a qual scheme, we mapped out how we identified what was in our antacid. Using this, we were able to identify the chemicals in a commercial antacid. Procedure: We began our project by mixing the following ingredients: sucrose, boric acid (H3BO3), calcium carbonate (CaCO3), calcium sulfate (CaSO4), cornstarch, fructose, glucose, magnesium sulfate (MgSO4), monosodium glutamate (MSG or NaC6H11O7), potassium bitartrate (KHC4H4O6), sodium borate (Na2B4O7), sodium carbonate (Na2CO3), sodium bicarbonate (NaHCO3), sodium chloride (NaCl), and sodium hydroxide (NaOH). We mixed these ingredients because they are the likely ingredients in commercial antacids. After creating this mixture, we separated it using a qual scheme. First, using solubility, we dissolved the mixture in 100 °C water. We then stirred the mixture to help the dissolving process. We filtered the solution to separate the insoluble ingredients from the soluble ingredients. Once the residue and the filtrate were separated, we cooled the filtrate in order to separate the substances that were insoluble at lower temperatures. Then we filtered the solute again. For our next step, we needed anthocyanin. To make this we took 500 grams of red cabbage and processed it in a food processor. We then added 1 liter of isopropanol and boiled it until there was 50 mL of liquid left in the beaker and filtered it. We did this under the fume hood because boiling an alcohol gets extremely stinky. We added the anthocyanin that we made to the solute in order to identify the water-soluble substances. When we added anthocyanin to the mixture, it turned the sodium bicarbonate a bluish green (pH 8), sodium carbonate green (pH 11.5), sodium hydroxide yellow-green (pH 12-13), and boric acid pink (pH 4.5). Next, we added 5% acetic acid (vinegar) to the solute to see if CaCO3 was present. We could tell that CaCO3 was present because it bubbled when reacting with acetic acid. We checked the solute for magnesium sulfate by adding 2% sodium hydroxide to the solute and observed the reaction. We added Cu2+ which is an oxidizing agent to the mixture. To make this, we took by mass, 1 part copper(II) sulfate, 12 parts sodium hydroxide, 4 parts sodium carbonate, and 15 parts sodium chloride. This created a powder mixture that we used. After, we added 20% HCl to the antacid. We then added iodine in the form of tincture. Then we added 10% HCl to turn potassium bitartrate into tartaric acid. We determined if there was sucrose by putting some of the solution into a spoon and putting it in a flame. If the sucrose burned, it would smell like sugar. Once we completed this for our own mixture, we used the scheme to analyze five antacids. After completely separating our own antacid, we used the flowchart we created to separate the ingredients in commercial antacids. Results: Figure 1. Homemade Antacid Nacl, NaHCO 3 , CaSO 4 , sucrose, fructose, glucose, M gSO 4 , H 3 BO 3 , M SG, KHC4 H 4 O 6 , Na2 B4 O 7 Insoluble Soluble CaSO 4 , CaCO 3 , KHC4 H 4 O 6 NaCl, NaHCO 3 , sucrose, M SG, fructose, glucose, NaOH, M gSO 4 , H 3 BO 3 , Na2 B4 O 7 , Na2 CO 3 Turned brown with iodine tincture Turned deep blue with iodine tincture CaSO 4 , CaCO 3 , KHC4 H 4 O 6 Bubbled with addition of vinegar NaCl, sucrose, glucose, fructose, M SG, M gSO 4 Na2 CO 3 Cornstarch No reaction with vinegar Bubbled with the addition of vinegar CaSO 4 , KHC4 H 4 O 6 , CaCO 3 No reaction with NaOH Turned to a white solid with NaOH Fructose, glucose, M SG, sucrose, NaCl M gSO 4 Did not dissolve Dissolved with 10% with 10% HCl HCl CaSO 4 Turned violet with anthocyanin KHC4 H 4 O 6 No reaction with Cu(II) Turned a red solid with Cu(II) NaCl, M SG, sucrose Fructose, glucose White solid formed with 20% HCl No reaction with 20% HCl M SG NaCl, sucrose White solid formed with hot water No reaction with hot water NaCl sucrose When I dissolved the homemade tablet in water and filtered, I got both a residue and a filtrate. When I added iodine tincture to the residue none turned blue. After this, I added acetic acid. This made the CaCO3 bubble. I then added 10% HCl. The KHC4H4O6 dissolved in the 10% HCl and the CaSO4 did not. We I added anthocyanin to the filtrate, it turned violet. When I added vinegar, it bubbled identifying Na2CO3. I then added NaOH. I observed a white solid which was the MgSO4. I then added Cu (II). This turned fructose and glucose a red solid. Following this, I added 20% HCl. This turned MSG a white solid. I then added hot water. This turned the NaCl into a white solid. The rest of the liquid was sucrose. Figure 2. Rolaids Flowchart Unknown Rolaids ingredients Insoluble Soluble Residue, unknown insoluble ingredients Filtrate, unknown soluble ingredients Turned Brown with iodine tincture Turned deep blue with iodine tincture Unknown, insoluble ingredients Cornstarch Bubbled when reacted with acetic acid No reaction to acetic acid CaCO 3 Unknown insoluble ingredients Turned the anthocyanin deep blue Unknown soluble ingredients no reaction to 2% NaOH Unknown soluble ingredients M gOH Created a white solid when 2% NaOH was added M gSO 4 Did not dissolve in 10 % HCl Dissolved in 10% HCl No reaction with Cu (II) CaSO 4 KHC4 H 4 O6 Unknown soluble ingredients No reaction with 20% HCl unknown soluble ingredients Less soluble in hot water Very Soluble in hot water Sucrose NaCl When I dissolved the Rolaids in water and filtered, I got both a residue and a filtrate. When I added iodine tincture to the residue, some turned blue, identifying cornstarch. After this, I added acetic acid. This made the CaCO3 bubble. I then added 10% HCl. The KHC4H4O6 dissolved in the 10% HCl and the CaSO4 did not. We I added anthocyanin to the filtrate and it turned a deep blue confirming the presence of MgOH. When I added 2% NaOH, there was a white solid which was MgSO4. When I added Cu (II), there was no reaction. When I added 20% HCl, there was no reaction. The sucrose was very soluble in the hot water, whereas the NaCl was less soluble. Figure 3. Alka-Seltzer Flowchart AlkaSeltzer Soluble Insoluble Alka-Seltzer filtrate, Unknown soluble ingredients Turned a bluish green with anthocyanin NaHCO 3 There was no residue Unknown soluble ingredients No reaction with NaOH No M gSO 4 No reaction with Cu(II) No fructose or glucose No reaction with 20% HCl No M SG No reaction with hot water No NaCl Alka-Seltzer had very little in it that I could identify. Through all of my tests, the only thing that I could identify was that the anthocyanin turned a bluish green, implying that there was NaHCO3. Figure 4. Tums Flowchart Unknown Tums Ingredients Insoluble Ingredients Soluble Ingredients Tums Residue, Unknown insoluble ingredients Tums Filtrate, unknown soluble ingredients Turned brown with iodine tincture Turned blue with iodine tincture unknown insoluble Tums ingredients Bubbles formed when reacted with acetic acid CaCO 3 Cornstarch Turned Violet with anthocyanin unknown soluble Tums ingredients NaCl, sucrose, fructose or glucose, M SG, M gSO 4 No reaction to 2% NaOH No reaction with acetic acid unknown insoluble ingredients unknown soluble Tums ingredients Dissolved in 10% HCl Did not dissolve in 10% HCl KHC4 H4 O 6 CaSO 4 No reaction to Cu (II) Formed red solid when reacted with Cu (II) unknown soluble Tums ingredients fructose or glucose No reaction to 20% HCl unknown soluble Tums ingredients Very soluble in hot water Sucrose When I dissolved the Tums tablet in water and filtered, I got both a residue and a filtrate. When I added iodine tincture to the residue, some turned blue, identifying cornstarch. After this, I added acetic acid. This made the CaCO3 bubble. I then added 10% HCl. The KHC4H4O6 dissolved in the 10% HCl and the CaSO4 did not. When I added anthocyanin to the filtrate, it turned violet. When I added 2% NaOH, there was no Less soluble in hot water NaCl reaction. When I added Cu (II), a red solid formed, identifying fructose or glucose. When I added 20% HCl, there was no reaction. The sucrose was very soluble in the hot water, whereas the NaCl was less soluble. Discussion: The purpose of this project was to mix and then identify the likely ingredients of an antacid and put that into a flowchart to help identify substances in three commercial antacids: Tums, Rolaids, and Alka-Seltzer. As shown in Figure 1, we made a flowchart of our homemade antacid and used this to identify substances in three commercial antacids. Using this qual scheme, we found that Rolaids have cornstarch, CaCO3, CaSO4, KHC4H4O6, Mg(OH)2, MgSO4, NaCl, and sucrose (refer to Figure 2). We found that Tums contains cornstarch, CaCO3, CaSO4, KHC4H4O6, fructose or glucose, sucrose, and NaCl. We found that Alka-Seltzer has NaHCO3 because it turned bluish green with the addition of anthocyanin. Some suggestions for future work would be: find an alternative method to replace anthocyanin because it only identifies one group of substances, find out how to identify other substances in antacids that are listed on the labels of commercial antacids, and see which antacid can neutralize the most acid. Another idea would be to test more antacids and do more trials to make it more accurate. Annotated Bibliography: 1. J. Hill, D. Kolb, Chemistry for Changing Times (Prentice-Hall, Upper Sadler River, NJ, ed.9, 2001), pp. 196-197. This textbook had a list of active ingredients matched to the commercial antacids that use them. J. Hill is from the University of Wisconsin, and D. Kolb is from Bradley University. This source also talks about the dangers of excessive use of an antacid for each individual active ingredient. 2. S. Solomon, B. Brook, J. Ciraolo, S. Daly, and L. Jackson, Chemical Education 78, 1475 (2001). This source from a journal is by far the best source that I have. It has a flowchart on how to separate all of the chemicals in an antacid and tells, in more detail, how to make sure that everything works. It also gives detailed instructions on how to make anthocyanin. One weakness of the article is that sometimes it is a little vague when describing how to do something. 3. R. Burns, Fundamentals of Chemistry (Prentice-Hall, Upper Sadler River, NJ, ed.3, 1999), p. 479. This chemistry textbook has chemical formulas and talks about the dangers of having too many antacids. It is written by Ralph Burns of St. Louis Community College-Meramec. This source is very similar to the Chemistry for Changing Times textbook. 4. R. Myers, K. Oldham, S. Tocci, Holt Chemistry: Visualizing Matter (Holt, Rinehart and Winston, Austin, ed. Technology, 2000), p. 568. This textbook has the most information on the dangers of antacids of all the sources I have. It is written by R, Myers who is the professor emeritus of chemistry at Kent State University, K. Oldham who is the professor of chemistry from Trent University, and S. Tocci who is a science writer in East Hampton, NY. This is very similar to the Fundamentals of Chemistry textbook and the Chemistry for Changing textbook, but this book puts more emphasis on the dangers. 5. M. Armold, Essentials of General, Organic, & Biological Chemistry (Harcourt, Orlando, 2001), p. 205. This textbook talks about why the ingredients in an antacid are what they are instead of other ingredients. M. Arnold is from Adams State College where he is well known for his general chemistry courses. He received his PhD in biochemistry from Purdue University. This source also gives chemical equations of the popular reactions of an antacid tablet. This is a very different source from all of the other textbooks that I have looked at.