Lab 1_ Separation of Liquids by Distillation Procedure (1)

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Feb 20, 2024

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Experiment #1 – Distillation – Report Form Chem 2221L Fall 2021 Due: 11:59 PM one week after completing Exp 1 Please type your answers in this document and upload your answers to Brightspace. Write up an introduction for this experiment in the space below. Separation of Liquids by Distillation The purpose of this experiment was to analyze the compositions of the distillate fractions and the remaining solution in the flask to determine the effectiveness of separation of both toluene and cyclohexane. Distillation is a “process involving the conversion of a liquid into vapor that is subsequently condensed back to liquid form... Distillation is used to separate liquids from nonvolatile solids, as in the separation of alcoholic liquors from fermented materials, or in the separation of two or more liquids having different boiling points.” There are two types of distillation that are primarily used to separate compounds: simple distillation and fractional distillation. Simple distillation is a technique used to separate and purify liquids based on their boiling points. It is used to remove one volatile liquid from another less volatile liquid and typically required when a liquid compound needs to be removed from a solvent, or as a purification process. Lastly, it is more effective and will get better results when there is a larger difference between the boiling points of the two compounds (normally a 50 degree celsius difference). Fractional distillation uses a fractionating column that allows the vapor to condense and then re-vaporize at multiple points within the column. While the vapor is condensing, each “condensation and vaporization produces a vapor that contains a larger percentage of the lowest boiling point liquid.” Fractional distillation is used when simple distillation has been run and fails to separate a mixture of liquids. Overall, distillation is typically used when comparing liquids that have distinct boiling points like toluene (boiling point of 111.0 degrees celsius) and cyclohexane (boiling point of 80.7 degrees celsius). Both toluene and cyclohexane are flammable compounds and can cause minor irritants to the skin if contact is made. When setting up distillation the jack stand and heating mantle need to be carefully assembled so the round bottom flask (with boiling chip) rests inside the heating mantle with sand filled around it so the heat does not escape. For fractional distillation only, a fractional column is connected to the round bottom flask where the condensation and vapor process takes place. Both forms of distillation will have a short-path distillation head and thermometer to measure the temperature. The short-path distillation is used in place of the three-way adapter because there is no clamping involved and when distilling small amounts, very little is lost in the apparatus. Attached to the short-path distillation are the tubes for water (top one is for water flowing out while the bottom portion is water flowing into the apparatus) and the angled receiver that receives the distilled liquid. Lastly, you have keck clamps and 3 pronged clamps, attached to the apparatus for stability. When running the fractionalized column (rings placed within the fractional column), with the 15 ml
40/60 mixture of toluene and cyclohexane, the resulting Index of Refraction of F, S, and R are: F = 1.4443, S = 1.4805, R = 1.4952. Questions to answer. 1) Attach a graph of your data (temperature vs. volume of distillate collected). If your goal was to maximize the purity of the cyclohexane collected would you change when the switch from collecting F to S occurred? If your goal was to maximize the purity of the toluene collected would you change when the switch from F to S occurred? - During the distillation process, the liquid with the lower boiling point tends to come out first (cyclohexane at 80.7). When the temperature reaches the boiling point and is able to vaporize and condense in the fractionalization column, it is best to switch from the first fraction (F) to the second fraction (S) well before the second boiling point is reached (toluene 111.0). If too much of toluene is vaporized/distilled into the first fraction (F), then it would lead to contamination of the cyclohexane in the first fraction. If my goal was to maximize the purity of both cyclohexane and toluene collected, I would have switched my receiver tubes earlier (around when the temperature reached 85 or 88 degrees celsius, referring back to my table). This would keep the purity of both cyclohexane and toluene as pure as possible with little to no contamination. 2) What volume of liquids (F, S and R) did you recover in the distillation? Where is the missing material (if there is any missing material)?
- My angled receiver was placed towards the back, where the numbers were facing away from me, for this reason, my numbers are not exact. If I was to turn it around and get the exact volume of distillate recovered, I predict that the total number of distillate recovered would be less than the amount of the starting liquid mixture (15ml). I predict this because some of the volume can be vaporized or left in the fractional column due to the high temperature and the rings I had in the column. Since my total estimation volume is more than the starting, I also predict that the condensation from the short path distillation tube went to the receiver tube and resulted in a higher volume count. - Estimated volumes: F = 7ml, S = 2.5 ml, R = 5.9 ml = 15.4 ml 3) Calculate and report the mole fractions of toluene and cyclohexane in the original mixture and the mole fractions of F, S and R from this experiment. You need only show one sample calculation. Ri = (Xt * Rt) + (Xc * Rc) Xt = (1 - Xc) 1.4952 = (1-Xc)(1.4696) + (Xc * 1.4262) 1.4952 = 1.4969 - 1.4969Xc + (1.4262Xc) -0.0017 = -0.0707Xc Xc = 0.024 Xt = 0.976 F) 1.4443s = (0.976)(1.4969) + (0.024)(1.4262) 1.443s = 1.46097 + 0.0342 1.443s = 1.4952 Fs = 1.036 S = 1.009 R = 1.00 4) Obtain your section’s distillation data (your TA will distribute this to you) and compare and comment on the compositions of F, S and R in the different distillation setups.[calculating averages and standard deviations for each style of distillation is helpful] Can you draw any conclusions from the data? - The distillation data of the simple distillation and the different fractional distillation (empty, steel wool, beads, rings) were consistent throughout the experiment. The original index of refraction of cyclohexane is: 1.4262 and for toluene: 1.4969. The composition of the F composition was higher (average of 1.4432) and I predict that most people during the experiment did not switch the first distillate tube early enough and had some residue of toluene enter the first receiving tube. The average index of refraction for the second distillate was 1.4703 which is lower when compared to the original index of refraction of toluene. The liquid remaining in the flask index of refraction average was 1.4902 which is closer to the index of refraction for toluene. Since cyclohexane has a lower boiling point, it should leave the flask first, and the only thing that is left is toluene. I conclude
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that the timing of switching from F to S has to be earlier in the experiment run. The R index of refraction was closest to the original toluene’s index of refraction. 5) Which of the following will improve the separation of the mixture during a distillation? Explain. (MULTIPLE CHOICES) a) Decrease the temperature of the heating mantle (but keep it hot enough to still distill solution). b) Increase the width of the column . c) Increase the length of the column. d) Increase the drop rate at which distillate is collected. - Increasing the length and width of the column would improve the separation of the mixture during distillation. It allows for more cycles of vaporization and condensation in the fractionalization column which then leads to a better purifying process. In theory, it provides a longer pathway for the liquid vapor to travel, furthering multiple cycles of the vaporization and condensation process. References: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9643092/ https://www.britannica.com/science/distillation https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6781486/ https://www.nature.com/articles/161858a0 https://www.mdpi.com/2227-9717/9/11/2047