Lab Report #5 - CHEM 3105

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Texas Tech University *

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3105

Subject

Chemistry

Date

Apr 3, 2024

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docx

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6

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___ Lab Partners - ___ 10.5.2023, CHEM 3105 TA - ___ Thin Layer Chromatography (TLC) and Infrared Spectroscopy of Analgesics Purpose The purpose of this lab is to learn how to tell the difference between several otc analgesics through the use of thin layer chromatography. We will also learn about how to get the IR spectra through the use of IR spectrometers. Reaction & Physical Properties Safety The following is data for the following compounds was obtained from the safety and documentation information made available by ThermoFisher Scientific SDS links found in TopHat Methanol Risk Statements: Highly flammable liquid and vapor Causes damage to organs Safety Statements: Use in a well-ventilated area Do not breathe dust/fume/gas/mist/vapors/spray Ethyl acetate Risk Statements: Highly flammable liquid and vapor Causes serious eye irritation Safety Statements: Keep container tightly closed Keep cool Hexanes Risk Statements:
Causes skin irritation Causes serious eye irritation May cause respiratory irritation Safety Statements: Use personal protective equipment Do not breathe dust/fume/gas/mist/vapors/spray Acetic Acid Risk Statements: flammable liquid and vapor Causes severe skin burns and eye damage Safety Statements: Keep container tightly closed Use personal protective equipment Procedure 1. In a disposable shell vial, add ~10 mg of the sample followed by ~1mL of methanol. Swirl the mixture in the vial and make sure that it's labeled. 2. In a 250mL beaker, pour together 7.5mL of ethyl acetate and 3mL of hexane, followed by adding ~10 drops of glacial acetic acid and swirl gently together in the hood. Make sure to keep a watch glass on the beaker to cover the mixture. 3. Prepare the TLC plates by gently drawing a line about 0.5 – 1 cm above the bottom of two TLC plates with the tip of a pencil. Along each line, mark five evenly spaced dots and make sure to label them. With a spotting capillary, place a little spot of methanol solution of each analgesic on the corresponding dot (make it as small as possible). One each compound has been spotted, dip the spotting capillary into the methanol solution and then dry it with a paper towel before spotting the next sample. 4. Develop the TLC plates by standing each one up in the beaker that has the developing solution with a watch glass. After the solvent rises up to 1cm of the TLC plate, remove the plate and mark the top of the solvent. 5. Using a UV light, look at the plate and circle the spots, followed by drawing a copy-take a picture of the TLC plate. 6. Make note of the Rf value for all of the observed spots (single spots → individual compounds; one or more spots for the unknown and the over the counter drugs). To do this, measure the distance traveled by the spot (using the center of the spot) and the distance the solvent traveled, followed by taking the ratio (distance spot traveled/distance solvent traveled). All measurements should be written down.
7. Using the Rf values of each of the individual compounds, find out if the active ingredients in the unknown and the over the counter drugs. Figure out which over the counter drug that the unknown is most likely to be. Data/Observations TLC Plate #1 Sample Tested 1st Dot Length Acetaminophen 3.1 cm Acetylsalicylic acid 4.9 cm Caffeine 1.4 cm Ibuprofen 5.15 cm Unknown #11 3.2 cm Solution mixture 5.3 cm TLC Plate #2 Sample Tested 1st Dot Length Anacin 4.6 cm Aspirin 0.85 cm Excedrin 0.35 cm Motrin 1.85 cm Tylenol 1.5 cm Solution mixture 4.6 cm
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