...----------------------------------------------~~---------- Name _ Date _ _~_ _~_ _ _ Class~ LAB PRO G RAM .--~~ EXPERIMENT i D5 I 1_•. ~~~.=>~ ,.on: I A Close Look at Aspirin OBJECTIVES • Test for the presence of pharmacological fillers in aspirin tablets. • Analyze aspirin tablets for effectiveness~ • Compare cost-benefit relationships among tablet brands. INTRODUCTION SAFETY Aspirin is the common name for acetylsalicylic acid. It is easily prepared by re­ acting acetic anhydride with salicylic acid. Neither of these compounds occurs in nature. Acetic anhydride is made by removing a water molecule from acetic acid, a petroleum distillate. The bark of the willow tree contains salicin, itself an anal­ gesic, which can be converted to salicylic acid. Most aspirin tablets contain between 300 and 350 mg of acetylsalicylic acid. Extra­ strength table.tseach contain 500 mg or sometimes even larger amounts. Approxi­ mately 650 mg of aspirin has a potency (effectiveness) equal to 32 mg of codeine. Although acetylsalicylic acid is the active ingredient in aspirin, it is only a por­ tion of what an aspirin tablet contains. Drug companies add fillers, such as starch and glucose, to "bulk up" tablets and to act as binders that aid in holding the tablet's form. Aspirin does not begin to do its work until it enters the bloodstream. How fast this delivery system is depends on the rate at which it disintegrates in the stomach. Certain brands have additional compounds that aid tablet disintegra­ tion. Buffered aspirin has a combination of aspirin and one or more bases, such as MgC0 3 and aluminum glycinate. It is compounded to disintegrate at a faster rate than regular nonbuffered aspirin. • ~~ Always wear safety goggles and a lab apron to protect your eyes and clothing. If you get a chemical in your eyes, immediately flush the chemical out at the eyewash station while calling to your teacher. Know the location of the emergency lab shower and the eyewash station and the procedures for using them. Do not touch any chemicals. If you get a chemical on your skin or clothing, wash the chemical off at the sink while calling to your teacher. . .. ' Make sure you carefully read the labels and follow the precautions on all cOiltainers of chemicals that you use. If there are no precautions stated on the label, ask your teacher what precautions you should follow. Do not taste any chemicals or items used in the laboratory. Never return leftovers to their original containers; take only small amounts to avoid wasting supplies. <t> .Call your teacher in the event of a spill. Spills should bef~¢,~ed up promptly, according to your teacher'sd.irlff.~~(j;tiS:;" )":",,,"; ': ~,~, _ . ~~-(i_~_:':' "'-. :p~ . ;~._ ~~':~~~ ~~~" ChemFile Copyright ©by Holt, RinehiUtand WinstOli.'All rights reserved. ';' . .~ : EXPERIMENT D5 continued Never put broken glass in a regular waste container. Broken glass should be disposed of properly. When using a hot plate, do not heat glassware that is broken, chipped, or cracked. Use tongs or a hot mitt to handle heated glassware and other equipment because hot glassware does not always look hot. MATERIALS PROCEDURE • 5 different generic and name-brand aspirin tablets • Benedict's solution • 1% FeC13 solution • Lugol's iodine • saturated NaC0 3 • 10 mL gracluated cylinder • 25 mL graduated cylinders .500 mL beaker • centigram balance • hot plate • • • • • • • • • medicine droppers or micropipets microspatula mortar and pestle plastic (1 oz) cups test-tube clamp test-tube rack test tubes universal pH test paper wax pencil Part 1: Testing for the presence of tablet fillers 1. Obtain a set of five cups and label them 1 to 5. Place three tablets of a differ­ ent brand/type of aspirin in each labeled cup. Record the manufacturer's name and the strength (amount) of acetylsalicylic acid in Data Table 1. The amount of active ingredient is reported in· either grains or milligrams. Com­ plete Calculations item 1. 2. For each sample tested, determine the mass to the nearest 0.001 g of a single tablet. Record these values in Data Table 1. Complete Calculations items 2 and 3. 3. Prepare a water bath by adding approximately 250 mL of tap water to a 500 mL beaker. Set the beaker on a hot plate. Heating on medium, bring the water to a slow boiL Complete steps 4 through 10 while waiting for the water to boiL Part 2: Testing for filler/binder components 4. Using the wax pencil, label five test tubes 1-1,2-1,3-1,4-1, and 5-1. Place the tubes in a test-tube rack. 5. Label ten small cups 1-2, 1-3,2-2,2-3,3-2,3-3,4-2,4-3,5-2, and 5-3. 6. Measure 15 mL of distilled water in a graduated cylinder. Crush 2 tablets of sample 1 using a mortar and pestle. Use a microspatula to transfer the pow­ dered material to the graduated cylinder. Carefully place your thumb over the top of the cylinder and shake gently to dissolve the aspirin. Pour 5 mL of the mixture into test tube 1-1 and 5 mL each into cups 1-2 and 1-3. 7. Repeat step 6 for brands 2 through 5. 8. pH Test Dip a piece of pH paper into one of the cups from Step 6. Record the value in Data Table 1. 22 EXPERIMENT D5 ChemFile Copyright© by Holt, Rinehart and Winston. All rights reserved. EXPERIMENT DS continued 9. Sugar Test To test tube 1-1, add a single drop of saturated NaC0 3 . Gently swirl the test tube to mix. Use universal pH paper to test for a neutral pH. Repeat the drop-by-drop addition of NaC0 3 solution until the pH equals 7.0. 10. Add 5 mL Benedict's quantitative solution to the test tube from step 9. 1 t. Using a test-tube clamp, carefully place the test tube from step 9 in the w.ater bath for at least 5 minutes. 12. Using a test-tube clamp, remove the test tube from the water bath, and place it in the test-tube rack. If the color of the mixture changes to red, orange, or yellow, reducing sugars are present. Place a check mark next to "glucose" in Data Table 1. The darker the color is, the greater the amount of sugar pre­ sent.A precipitate may also be present for a positive test. 13. Repeat steps 8 through 12 for the other aspirin samples. 14. Test for Starch Add five drops of Lugol's iodine to each of the samples in cups 1-2,2-2,3-2,4-2, and 5-2. Gently swirl each cup to mix the iodine so­ lution and the sample. If a blue-black color forms, place a check mark next to "Starch" in Data Table 1. 15. Test for Excess Salicylic Acid Add 10 drops of 1% FeCl 3 to each of the samples in cups 1-3,2-3,3-3,4-3, and 5-3. Gently swirl each cup to mix the FeCl 3 reagent and the sample. A pink, light purple, or green color indicates the presence of excess salicylic acid. Record your results in Data Table 1. Data Table 1-Aspirin Analysis Sample number Strength of active ingre­ dient Mass of tablet (g) Percent­ age fillerl binder pH Compo­ sition of fillerl binder Presence of excess salicylic acid (g) Brand 1 Starch [ ] Yes [ ] Glucose [ ] No [ ] Brand 2 Starch [ ] Yes [ ] Glucose [ ] No [ ] Brand 3 Starch [ ] Yes [ ] Glucose [ ] No [ ] Brand 4 Starch [ ] Yes [ ] Glucose [ ] No [ ] Brand 5 Starch [ ] Yes [ ] Glucose [ ] No [ ] ChemFile Copyright © by Holt, Rinehart and Winston. All rights reserved. Time needed to dissolve (min) EXPERIMENT D5 23 EXPERIMENT D5 continued .Part 3: Analyzing aspirin tablets ·for effectiveness 16. Use a wax pencil to label five clean, dry test tubes 1 to 5. Place the tubes in a test-tube rack. 17. Pour 10 mL of 1 M HCI into each test tube. 18. Place a single tablet of each sample to be tested into its respective numbered test tube. Record the time it takes to fully dissolve in Data Table 1. Why is 1 M HCI, rather than some other acid, used to dissolve the tablets? Part 4 Determining cost effectiveness 19. Obtain from your teacher consumer information sources for generic, name brand, and extra-strength aspirin tablets. Use this information to complete columns 1,2,3, and 5 in Data Table 2. Complete Calculations steps 4 and 5. Cleanup and Disposal 20. Clean all apparatus and your lab station. Return equipment to its ~ ~ proper place. Dispose of chemicals and solutions in the containers designated by your teacher. Do not pour any chemicals down the drain or put them in the trash unless your teacher directs you to do so. Wash your hands thoroughly after all work is finished and be­ fore you leave the lab. Data Table 2-Analyzing and Comparing Tablet Cost vs. Value Brand Z4 Number of Package cost tablets per package EXPERIMENT D5 Cost per Amount of active Cost per mg tablet ingredient (mg) of active ingredient ChemFile Copyright ©by Holt, Rinehart,and Winston. All rights reserved. EXPERIMENT D5 continued CALCULATIONS 1. Organizing Data Convert the mass of the reported active ingredient for each sample to grams. Enter each result in column 1 of Data Table 1. 1 mg = 0.001 g, and 1 gr = 64.8 mg. Note: A grain (gr) is the smallest apothecary measure of weight. 2. Organizing DClita Calculate the mass of filler/binder in each tablet by subtracting the mass of the active ingredient from the mass of the tablet. 3. Organizing Data Determine the cost per tablet for each type of aspirin tablet by dividing the package cost by the number of tablets per package. Enter your results in column 4 of Data Table 2. 4. Organizing Data To determine the cost per milligram of active ingredi­ ent for each tablet, divide the cost per tablet by the number of milligrams of active ingredient. Enter your results in column 6 of Data Table 2. I~ QUESTIONS 1. Applying Conclusions Explain why the pH measurements of the tested aspirin tablets are so close together. 2. Analyzing Data Which filler predominates in the aspirin tablets tested, starch or glucose? ChemFile Copyright © by Holt, Rinehart and.Winston. All rights reserved. EXPERIMENT DS 25 I; EXPERIMENT ~Q~. c-t{ftl'inued ."'; I.,.~_ . • ; ~ ",~,,3. " ,: Analyzing Data, How uniform are the masses of tablets for aspirin tablets having 325 mg of active ingredient? '. .. ~.~ , . 4. Analyzing Data and Inferring Conclusions Suggest an explana­ tion for why excess salicylic acid might be present in aspirin tablets. 5. Analyzing Data Review the times recorded for each tablet to dissolve. Which brand was most effective in reaching the bloodstream? 1. Analyzing Information Review column 6 in Data Table 2. This col­ GENERAL CONCLUSIONS umn is the cost per milligram of acetylsalicylic acid. Is it worth paying more money for extra~Strength tablets? How does the mass of acetylsalicylic acid in three regular-strength aspirin tablets compare to that in two extra-strength aspirin tablets? 2. Inferring Conclusions Why does the packaging of some aspirin tablets list active ingredients bther than acetylsalicylic acid? 26 EXPERIMENT D5 ChemFile Copyright © by Holt, Rinehart and Winston. All rights reserved.