Part 1 - Get a Lab Appointment and Install Software: Set up an Account on the Scheduler (FIRST TIME USING NANSLO): Find the email from your instructor with the URL (link) to sign up at the scheduler. Set up your scheduling system account and schedule your lab appointment. NOTE: You cannot make an appointment until two weeks prior to the start date of this lab assignment. You can get your username and password from your email to schedule within this time frame. Install the Citrix software: – go to http://receiver.citrix.com and click download > accept > run > install (FIRST TIME USING NANSLO). You only have to do this ONCE. Do NOT open it after installing. It will work automatically when you go to your lab. (more info at http://www.wiche.edu/info/nanslo/creative_science/Installing_Citrix_Receiver_Program.pdf) Scheduling Additional Lab Appointments: Get your scheduler account username and password from your email. Go to the URL (link) given to you by your instructor and set up your appointment. (more info at http://www.wiche.edu/nanslo/creative-science-solutions/students-scheduling-labs) Changing Your Scheduled Lab Appointment: Get your scheduler account username and password from your email. Go to http://scheduler.nanslo.org and select the “I am a student” button. Log in to go to the student dashboard and modify your appointment time. (more info at http://www.wiche.edu/nanslo/creative-science-solutions/studentsscheduling-labs) Part 2 – Before Lab Day: Read your lab experiment background and procedure below, pages 1-24. Submit your completed Pre-Lab Questions (page 6) per your faculty’s instructions. Watch the Gas Chromatograph Control Panel Video Tutorial http://www.wiche.edu/nanslo/lab-tutorials#GC Part 3 – Lab Day Log in to your lab session – 2 options: 1)Retrieve your email from the scheduler with your appointment info or 2) Log in to the student dashboard and join your session by going to http://scheduler.nanslo.org NOTE: You cannot log in to your session before the date and start time of your appointment. Use Internet Explorer or Firefox. Click on the yellow button on the bottom of the screen and follow the instructions to talk to your lab partners and the lab tech. Remote Lab Activity SUBJECT SEMESTER: ____________ TITLE OF LAB: Gas Chromatography Lab format: This lab is a remote lab activity. Relationship to theory (if appropriate): In this lab you will learn the underlying principles behind the analytical technique of gas chromatography and learn some of the basic skills involved in the interpretation of a gas chromatograph. Instructions for Instructors: This protocol is written under an open source CC BY license. You may use the procedure as is or modify as necessary for your class. Be sure to let your students know if they should complete optional exercises in this lab procedure as lab technicians will not know if you want your students to complete optional exercise. Instructions for Students: Read the complete laboratory procedure before coming to lab. Under the experimental sections, complete all pre-lab materials before logging on to the remote lab, complete data collection sections during your on-line period, and answer questions in analysis sections after your on-line period. Your instructor will let you know if you are required to complete any optional exercises in this lab. Remote Resources: Primary - Gas Chromatograph, Secondary – Pump and 5-component solution. CONTENTS FOR THIS NANSLO LAB ACTIVITY: Learning Objectives........................................................................................ 2 Background Information ............................................................................... 2-6 Pre-lab Activities: Pre-lab Question 1 .......................................................... 7 Pre-lab Activities: Pre-lab Question 2 .......................................................... 7 Pre-lab Activities: Pre-lab Question 3 .......................................................... 7 Pre-lab Assignment – Setting Up Your Data Table ........................................ 7 Equipment ..................................................................................................... 8 Preparing for this NANSLO Lab Activity ........................................................ 8-9 Experimental Procedure ............................................................................... 9 Exercise 1: Iso-Thermal Trial ........................................................................ 9 Exercise 2: Ramping Trial ............................................................................. 9-10 Exercise 3: Ramping Trial ............................................................................. 10-11 Post Lab Thoughts/Questions ....................................................................... 11 1|Page Last Updated May 27, 2015 CONTENTS FOR THIS NANSLO LAB ACTIVITY – CONT’D Exercise 4: (Optional) Pressure Changes ...................................................... 11 Gas Chromatograph NANSLO Control Panel Instructions ............................ 12–25 Creative Commons Licensing ........................................................................ 25 U.S. Department of Labor Information ......................................................... 25 LEARNING OBJECTIVES: After completing this laboratory experiment, you should be able to do the following things: 1. Compare and contrast different molecular structures for polarity and be able to rank molecules in terms of polarity. 2. Apply the concept of polarity and intermolecular forces of attraction in predicting retention times on a Gas Chromatograph (GC) column. 3. Improve upon given GC parameters and recommend new ones to obtain optimum resolution of peaks BACKGROUND INFORMATION Polarity is the way molecules react with other molecules and interact with the world around them is determined by the composition and arrangement of atoms within the molecule. One particular property that has a large influence on molecule-molecule interactions is polarity. Polarity arises out of a difference between the atoms within the molecule based on electronegativity. For example, a molecule such as H2 does not have any polarity and is considered nonpolar because the atoms within the molecule are the same (both are H), and therefore there is no difference. The same would be true for Br2 or I2 or any other diatomic molecule. However, some molecules, such as H2O, are polar, which we will explain in the following paragraphs. Electronegativity is the strength of the attraction of a particular atom to the electrons in a covalent bond. The larger the electronegativity the stronger the attraction and the more tightly the atom pulls on the electrons in a covalent bond. The most electronegative element on the periodic table is Fluorine with a value of 4.0. As you move across the table towards Fluorine, the electronegativity generally increases. Likewise, electronegativity generally increases as you move up a group (column). 2|Page Last Updated May 27, 2015 Figure 1: Illustration of how electronegativity increases as you move toward Fluorine. The polarity of a bond within a molecule may be determined based on the electronegativity difference between the elements that are bonded together. For example, in the bond between carbon and fluorine shown below, fluorine is the more electronegative atom and therefore the partial negative is on fluorine and the partial positive is on carbon. The delta symbol (δ) indicates a partial charge. Figure 2: Bond between carbon and fluorine. The polarity of a molecule not only depends on the electronegativity differences (if any) between the atoms in the molecule, but also on the 3-dimensional shape of the molecule. For example, carbon dioxide (shown below on the left) has two polar bonds but the overall molecule is nonpolar because the two bond dipoles cancel each other out. However, the water molecule (shown below on the right) which also has two polar bonds is in fact polar because the bond dipoles do not cancel out due to the tetrahedral electron geometry around the oxygen atom. (Recall that there are two lone pairs of electrons on the oxygen atom). 3|Page Last Updated May 27, 2015 Figure 3: The left image shows carbon dioxide with two polar bonds forming a nonpolar molecule, and the right image shows a water molecule with two polar bonds creating a polar molecule. How polar a molecule is will also depend on the strength of the molecular dipole. For example, the net dipole for dichloromethane is smaller than the net dipole in chloroform. Intermolecular Forces of Attraction: The polarity of a compound influences how strongly the molecules are attracted to each other. Polar compounds are capable of having dipole-dipole interactions which are very strong. Nonpolar compounds can only have London dispersion forces which are very weak. Gas Chromatography: Chromatography separates compounds or particles based on a specific physical property. There are several types of chromatography that are commonly used such as thin layer chromatography, column chromatography, and gas chromatography. The device that is used in this lab activity is called a “gas chromatograph” or simply a “GC”. In the gas chromatography technique that will be used in this lab, molecules will be separated based on their polarity. In every form of chromatography, there are two phases, a stationary phase and a mobile phase. For the gas chromatography, the stationary phase is a column through which the molecules will pass as they are carried through by the mobile phase which, in this case, is just air. Often, light gases such as helium or hydrogen are used as the mobile phase. The interaction with the column determines how long the molecule will take to get through the column before being detected by the instrument. This causes different molecules to have different retention times (the time it takes for the molecule to get through the column). The stronger the interaction between the molecule and the column, the longer the molecule will stay on the column and therefore come out at a later time. The weaker the interaction, the faster the molecule will come out of the column. Molecules that are similar in polarity to the column will have stronger interactions. In other words, a nonpolar compound will interact more strongly with a nonpolar column and a polar compound will interact more strongly with a polar column. 4|Page Last Updated May 27, 2015 In addition to polarity, the molecule’s volatility (i.e. – boiling point) will impact the retention time. There is a direct relationship between the strength of the intermolecular forces of attraction and the volatility of a substance. The stronger the attraction between the molecules, the less volatile a substance will be. The compound’s molar mass also contributes to the volatility. Molecules that are larger are capable of having stronger intermolecular forces of attraction due to greater magnitude of the temporary dispersion forces and therefore will be less volatile. Substances with lower boiling points (more volatile) will vaporize more quickly than substances with higher boiling points. Therefore, the more volatile molecules might start moving down the column sooner than the less volatile molecules, essentially getting a headstart, depending on what the starting temperature of the column is. For example, if you start the column out at a temperature that is at or above the boiling points of the chemicals, they will all “flash boil” at the same time and start down the column simultaneously. Of course, even if the column never reaches the boiling point of the chemical, it will still evaporate and move down the column (just like water will evaporate at room temperature). It is the combination of volatility and polarity which determines how quickly a molecule will move through the gas chromatography column. The result of all this is that different types of molecules can be separated from each other as they move through the gas chromatography column if the parameters such as column temperature and gas flow (pressure) are set correctly. In this activity, you will be attempting to completely separate four different chemicals and determine which peaks in the gas chromatogram correspond to which chemicals. As an example, here are the chromatograms produced by three of the four individual chemicals that you will be using in this lab activity as well as the chromatogram produced by running a mixture of all three chemical compounds through the GC. 5|Page Last Updated May 27, 2015 Chromatogram 1: Methanol Chromatogram 2: Butyl Acetate Chromatogram 3: 2-Butanone Chromatogram 4: Mixture of All Three Figure 4: Graphs of the chromatograms for methanol, butyl acetate, butanone, and a mixture of all three. Note that it is the order in which the compounds come off of the column that we are focusing on in this introductory lab activity. There is a lot of other information that can be gained from detailed analysis of a chromatogram. For example, the area under the peak for each compound indicates the relative amount of that compound in the overall mixture. Also, the shape of the peak can tell us some interesting things about the chemical compound that produced it. However, these more advanced topics will be left for a future lab activity. 6|Page Last Updated May 27, 2015 PRE-LAB ACTIVITIES Pre-Lab Question 1: Rank the following in order of increasing polarity: Most polar: _____________________ Middle: ________________________ Least polar: ____________________ _ Pre-Lab Question 2: Assuming two compounds have similar boiling points, will a nonpolar compound have a longer or shorter retention time than a polar compound on a polar column? Pre-Lab Question 3: Which of the following molecules should have a shorter retention time on a nonpolar column? Explain why. Pre-Lab Assignment - Setting Up Your Data Table: The compounds you will test in this experiment are methanol, butyl acetate, isopropanol, and 2-butanone. Set up a data table with the Lewis structure, boiling point, and molar mass of each. Based on the information presented in the Background section, predict the order in which these chemicals will come through the GC column under optimal conditions for separation. 7|Page Last Updated May 27, 2015 EQUIPMENT: Paper Pencil/pen Computer with Internet access (for the remote laboratory and for data analysis Remote: Gas chromatograph and pumping system to deliver chemicals PREPARING FOR THIS NANSLO LAB ACTIVITY: Read and understand the information below before you proceed with the lab! Scheduling an Appointment Using the NANSLO Scheduling System Your instructor has reserved a block of time through the NANSLO Scheduling System for you to complete this activity. For more information on how to set up a time to access this NANSLO lab activity, see www.wiche.edu/nanslo/scheduling-software. Students Accessing a NANSLO Lab Activity for the First Time For those accessing a NANSLO laboratory for the first time, you may need to install software on your computer to access the NANSLO lab activity. Use this link for detailed instructions on steps to complete prior to accessing your assigned NANSLO lab activity – www.wiche.edu/nanslo/lab-tutorials. Video Tutorial for RWSL: A short video demonstrating how to use the Remote Web-based Science Lab (RWSL) control panel for the air track can be viewed at http://www.wiche.edu/nanslo/lab-tutorials#GC. In addition, watch these other videos to help you understand how gas chromatography works. VIDEO 1: An animation of the dynamic process of how polar and nonpolar molecules are physically separated on a gas chromatography column (2:29 minutes): https://www.youtube.com/watch?feature=player_embedded&v=g1W7cZDad10 VIDEO 2: Gas Chromatography Remote Web-based Science Lab (RWSL) Lab Interface Tutorials: https://www.youtube.com/watch?feature=player_embedded&v=iAMIRoME1qg VIDEO 3: In-depth look at the principles of gas chromatography (2:21 minutes): https://www.youtube.com/watch?feature=player_embedded&v=q0pM-k0SvOQ VIDEO 4: Animation of how the peaks are produced on the chromatogram (9 seconds): https://www.youtube.com/watch?feature=player_embedded&v=OnQglXDvzTc 8|Page Last Updated May 27, 2015 NOTE: Disregard the conference number in this video tutorial. AS SOON AS YOU CONNECT TO THE RWSL CONTROL PANEL: Click on the yellow button at the bottom of the screen (you may need to scroll down to see it). Follow the directions on the pop up window to join the voice conference and talk to your group and the Lab Technician. EXPERIMENTAL PROCEDURE Once you have logged on to the remote lab system, you will perform the following laboratory procedures. See Preparing for the Gas Chromatography NANSLO Lab Activity below. Exercise 1: Iso-Thermal Trial 4 compounds: Methanol, butyl acetate, isopropanol, and 2-butanone. Trial #1: Run the mixture of the 4 compounds isothermally at the following profile: o o o o o o o Start temp = 90°C Hold time = 1 MIN (HOW LONG TO STAY AT THE START TEMP) Ramp rate = 0 °C/MIN Final temp = 90°C Hold time = 5 MIN (HOW LONG TO STAY AT THE FINAL TEMP) Total Time = 6 MIN Pressure = 7 KPA 1. What do you notice about the chromatogram that is produced? Are all the compounds separated from each other? 2. Export a copy of the chromatogram (graph) and paste it into a document on your computer. Insert this graph into your report. Exercise 2: Ramping Trial Trial #2: Run the mixture of the 4 compounds while ramping the temperature up. o o o o o o o 9|Page Start temp = 70°C Hold time = 1 min Ramp rate = 10°C/min Final temp = 90°C Hold time = 3 min Total Time = 6 min Pressure = 7 kPa Last Updated May 27, 2015 1. What do you think will be different about this run? Prediction: 2. What do you notice about the chromatogram that is produced? Are all the compounds separated from each other? 3. How does the result compare with your prediction? 4. Export a copy of the chromatogram and paste it into a document on your computer. Insert this graph into your report. Exercise 3: Ramping Trial Trial #3 and beyond: Improve the separation of the peaks from the last two runs by varying only the ramp rate and starting and ending temperatures for your next 2 runs. Keep the pressure at 7 kPa and keep the total length of time 10 minutes or under. Make a data table for your parameters and observations. Your goal is to completely separate all four compounds from each other. Here are the limits for the various settings in the GC profile for the specific GC we are using: Minimum Temperature: 30°C Maximum Temperature: 160°C Minimum Ramp Rate: 0°C/min Maximum Ramp Rate: 10°C /min Minimum Pressure: 1 KPa (above room pressure) Maximum Pressure: 19 KPa (above room pressure) Choose some profile settings that you think will give you even better separation of the peaks: Trial #3: o o o o o o o 10 | P a g e Start temp = ___ °C Hold time = ___ min Ramp rate = ___ °C/min Final temp = ___ °C Hold time = ___ min Total Time = ___ min Pressure = 7 kPa Last Updated May 27, 2015 1. Export a copy of the chromatogram and paste it into a document on your computer. Insert this graph into your report. 2. Which of the four peaks represents the isopropyl alcohol? 3. How does the boiling point of isopropyl alcohol compare with the boiling point of the other three compounds? 4. Explain why the isopropyl alcohol peak appears where it does in the gas chromatogram. POST LAB THOUGHTS/QUESTIONS 1. If you ran the same mixture of compounds through a polar GC column, assuming optimal conditions, in what order would they appear at the end of the separation? 2. Draw a picture of what you think the chromatogram would look like. Exercise 4: (Optional) Pressure Changes *Optional Trials: What impact do you think changing the pressure in the GC column will have? Make a prediction and repeat one of your trials from above using a different pressure. Export a copy of the chromatogram and paste it into a document on your computer. Insert this graph into your report. Prediction: Evidence: Conclusion: 11 | P a g e Last Updated May 27, 2015 GAS CHROMATOGRAPH NANSLO CONTROL PANEL INSTRUCTIONS The Remote Web-based Science Lab (RWSL) gas chromatograph is controlled remotely by using a web interface as shown below. This NANSLO control panel allows you to control every function of the gas chromatograph just as if you were sitting in front of it. Figure 5: Remote Web-based Science Lab (RWSL) GC Lab Interface. Communicating with your Lab Partners As soon as you have accessed this lab interface, click on the “Voice Conference” yellow button (you may need to scroll down to see it) to view instructions for communicating with your lab partners and with the Lab Technicians. Only one person can be in control of the equipment at any one time so talking together on a conference line helps to coordinate control of the equipment and creates a more collaborative environment for you and your lab partners. 12 | P a g e Last Updated May 27, 2015 Gaining Control of the Gas Chromatographer (GC) Right click anywhere in the grey area of the lab interface and choose “Request Control of VI” from the dialogue box that appears when multiple students are using the GC at the same time. After you request control, you may have to wait a short time before you actually receive control and are able to use the features on this lab interface. Figure 6: Selecting "Request Control of VI" Releasing Control of the Emission Spectroscopy Apparatus To release control of the GC so that another student can use it, right click anywhere in the grey area of the lab interface and choose "Release Control of VI" from the dialogue box that appears. Figure 7: Selecting "Release Control of VI" 13 | P a g e Last Updated May 27, 2015 GC View Window The Image View Window displays the real-time video feed from a digital camera focused on the GC, the syringe, and the robotic pumping system. Figure 8: Image View Window Camera Present Positions and Pan-Tile-Zoom Controls Several camera preset positions have been programmed for use with this lab interface. Use these to look more closely at the equipment or to view what is happening in the lab itself. Preset position 2 for example allows you to view the screen on the GC that tells you the current temperature of the column. Figure 9: Camera Preset Positions 14 | P a g e Last Updated May 27, 2015 The four arrows used to pan and tilt allow you to move the camera right to left and up and down. The two zoom buttons allow you to zoom in to see a closer look at the equipment such as shown in Figure 10 or zoom out to view more of the room. Figure 10: Pan, Tilt & Zoon controls Using the Cameras to View the GC Apparatus There are two digital cameras set up for the GC lab. First, we'll describe the options when "Camera Selection 1" is available. Camera Selection = 1 This camera allows you to see what is going on in the lab and on the GC apparatus itself. To determine what Camera Presets are available when Camera 1 is being used hover over the preset buttons and a pop-up menu will appear showing the views, e.g. 1 – Full view. Use Camera 1, Camera Preset 2 to see the screen on the GC itself. For each camera preset view, additional camera options are available when Camera 1 is being used (see Figure 11.) 1. Use the up and down arrows to tilt the camera up or down. 2. Use the right and left arrows to pan right or left. 3. Use the left "Zoom OUT" arrow and right "Zoom IN" arrow to zoom out and in. 15 | P a g e Last Updated May 27, 2015 Figure 11: Pan-Tilt-Zoom Camera Control Camera Selection = 2 This camera allows you to see a closeup of the needle that injects the sample compound into the GC. To determine what Camera Presets are available when Camera 2 is being used, hover over the preset buttons and a pop-up menu will appear showing the views. Make sure Camera 2, Camera Preset 2 is selected to view the needle itself. Setting Up the GC Run Profile Using the parameters set out in your lab procedure, change the profile settings using the GC lab interface (highlighted in the red box). Once the profile has been defined, select the “Submit Profile” button. WARNING: Once you click Submit Profile, you cannot stop the process! If possible, have your lab partners double check your settings before you submit them. Figure 12: GC Run Profile Settings 16 | P a g e Last Updated May 27, 2015 Running the GC Profile Camera 1, Camera Preset 2 shows the screen on the GC itself which tells you the current temperature of the column. Figure 13: Camera 1, Camera Preset 2 shows GC temperature. The “GC Status” field will indicate when the GC has reached the proper pressure and temperature settings. At that point, the “Inject Needle” message appears in the GC Status window. When the “Insert Needle” button is clicked, it causes the robot to move the pump forward and insert the needle into the GC column. Select Camera 2, Camera Preset 2 to view this needle. Figure 14: Select the “Insert Needle” button. 17 | P a g e Last Updated May 27, 2015 After the needle has been inserted, the “Input and Collect” button is available. When this button is selected, the robotic pumping system will deliver the correct amount of sample compound. The needle will be withdrawn from the column automatically. Figure 15: Select the “Inject and Collect” button. Data is now being generated. Figure 16: GC is running data. 18 | P a g e Last Updated May 27, 2015 Viewing the Data Generated by the GC in a Graphic Format (Chromatogram) Select the “Graph” tab on the lab interface to view the data being generated. At first, the data on the chromatogram will be noisy as shown in Figure 17. This will smooth out as soon as the chemicals begin to work their way out of the end of the GC column and impact on the detector. Figure 17: Data is “Noisy” When this happens, you will see a dramatic change in the scale on the left side of the chromatogram as shown in Figure 18. It often takes 5 to 6 minutes for the run to occur from the beginning to the end of the column. You will see separate peaks for separate chemicals as they exit the chromatograph column. Figure 18: Real data is being captured. 19 | P a g e Last Updated May 27, 2015 Analyzing the Data Generated by the GC (Chromatogram) Once the chromatogram is completed, you want to analyze it to determine where the peaks are located and perhaps their intensity. You can do this by clicking on the “Cursor” button. The cursor will appear in the center of the chromatogram. Click and drag the cursor to a peak on the chromatogram. The location of the peak in time (x-axis) and the amplitude of the peak (yaxis) are displayed in the Cursor box. See Figure 19. Figure 19: Peak in time and amplitude based on area of chromatogram selected. Manipulating the View on the Chromatogram There are several tools available to you when viewing the chromatogram. The tools most often used are: 1. The “Cursor” button (see Figure 19 above) displays a cursor in the center of the chromatograph that can be moved around. 2. When selecting the center button on the small toolbar at the bottom right corner of the chromatogram additional tools are visible. See Figure 20. 20 | P a g e Last Updated May 27, 2015 Figure 20: Tool Options for Chromatogram. The two tools most frequently used are: a. The “zoom in” button allows you to select an area of the chromatogram that you want to examine more closely. Move the magnifying glass displayed within the chromatogram when the “zoom in” button is selected to the location where you want a closer look. See Figures 21-22. Figure 21: Zoom in to get a closer look at the chromatogram. 21 | P a g e Last Updated May 27, 2015 Figure 22: Magnifying glass available When you use the zoom in tool, the cursor sometimes disappears. If this happens, click on the “Cursor” button to turn the cursor off and click it again to turn it back on. The magnifying glass will reappear in the middle of the screen. Figure 23: Click the “Cursor” button twice to see the magnifying glass. 22 | P a g e Last Updated May 27, 2015 b. The chromatogram will always zoom out to its fullest display when the “zoom out” button is selected. See Figure 24. Figure 24: Zoom out to get a view farther away of the chromatogram. 3. After using the “Zoom In” and “Zoom Out” tools, you may have to select the Cursor Control tool – the left button on the small toolbar at the bottom right corner of the chromatogram. The cursor will again appear in the center of the chromatogram. See Figure 25. Figure 25: Cursor Control Button 23 | P a g e Last Updated May 27, 2015 Exporting the Chromatogram Data You can export to your clipboard a graph image of the chromatograph or the data and paste it into a document on your computer. Using the drop-down menu, select what you want to capture –graph image or graph data. Next, open up the document that you will paste the captured information onto. For example, if you selected “Graph Image,” you could open Word and select “Paste.” The image would be placed where your cursor is on the document. If you selected “Graph Data,” you could open a spreadsheet such as Excel and paste the data into the spreadsheet. Figure 26: Exporting image or data to clipboard. Beginning a New Exercise with a Different GC Profile When you have completed your data collection for an exercise, you can click on the “Profile” tab and change the settings for your next run. 24 | P a g e Last Updated May 27, 2015 Equipment Used for the GC Lab NANSLO uses the Vernier Mini GC for this lab. To see how the Vernier Mini Gas Chromatograph is used to collect data, see http://verniervideos.s3.amazonaws.com/training_html5/mp4/Intro_to_Gas_Chromatography.mp4. Note, that the description of how the data is collected in this video differs from this lab only with respect to location of collection. In the Vernier video, a computer attached to the GC collects the data. In this NANSLO lab activity, students use the NANSLO lab activity control panel to capture that data remotely. For more information about NANSLO, visit www.wiche.edu/nanslo. All material produced subject to: Creative Commons Attribution 3.0 United States License 3 This product was funded by a grant awarded by the U.S. Department of Labor’s Employment and Training Administration. The product was created by the grantee and does not necessarily reflect the official position of the U.S. Department of Labor. The Department of Labor makes no guarantees, warranties, or assurances of any kind, express or implied, with respect to such information, including any information on linked sites and including, but not limited to, accuracy of the information or its completeness, timeliness, usefulness, adequacy, continued availability, or ownership. 25 | P a g e Last Updated May 27, 2015