LAB REPORT SHEET-Banana Oil-1

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University of North Florida *

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CHM-2210

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Chemistry

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Feb 20, 2024

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docx

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4

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LAB REPORT SHEET Fischer Esterification Synthesis of isopentyl acetate (banana oil) Name (Print):… Dalia Elkhatib ………………………….. Partner’s name:… Allie Larrimore and Lilly Amsden …. Total points = 92 NOTE: Please watch the following video before coming to do the lab: https://www.youtube.com/watch?v=F9fGv9M_zyk 1. Volume of isopentyl alcohol used = Density of isoamyl alcohol = …………….. g/mL 2 pts Mass of isopentyl alcohol used (show work) = 2 pts 2. Volume of glacial acetic acid used = Density of acetic acid = …………….. g/mL 2 pts Mass of glacial acetic acid used (calculate; show work) = 2 pts 3. Mass of the E-flask = 4. Mass of the E-flask + crude product (isopentyl acetate) = Mass of the crude product (isopentyl acetate-show work) = 2 pts 5. Theoretical yield based on each of the starting materials: 10 pts (Please use two Dimensional Analysis (DA) equations, one for the maximum amount of product obtainable from isopentyl alcohol you used and the other from glacial acetic acid, then use the lesser of the two to calculate the %Yield of the product . NOTE: Please see an example in the “Miscellaneous” folder in the “Files” menu in Canvas to learn how to determine the Limiting Reagent (LR) or theoretical yield for any organic reaction. Please use a table format for all DA equations .
LIMITING REAGENT Dimensional Analysis for isopentyl acetate Maximum amount of product possible from isopentyl alcohol (IA) = ? Maximum amount of product possible from acetic acid (AA) = ? 6. Identity of the Limiting reagent (LR) based on the above two DA equations = 2 pts 7. Max mass of the product obtainable based on LR = 2 pts %yield of the product obtained (show work): 5 pts 8. Physical state and the color of the distilled product (watch video) = 2 pts 9. What temperature range the product distilled (if distilled) = NA TLC 5 pts Attach a camera image of your TLC chromatogram (if done, R f values of isopentyl alcohol and isopentyl acetate MUST be reported here) 6 pts Distance of the solvent front from the baseline = Distance of isopentyl alcohol from the baseline = Distance of isopentyl acetate from the baseline = R f value of isopentyl alcohol reactant (show work) = …………………..
R f value of isopentyl acetate product (show work) = ………………….. Did the experiment go as planned? 10 pts If not, what were the problems and how did you solve them? You must answer this reaction, even if the reaction worked well. Remember, there always some minor or major problems encountered. PLEASE NOTE: Dispose of all chemicals in the appropriately labeled hazard waste containers. Halogenated waste, if any, must be disposed of in its designated container in the specified hood. All glassware must be washed with soapy water, then DI water, and finally rinsed with acetone to wash off the organic residue. The clean glassware should be dried and put back into the tray or its original place. Other pieces of equipment (ring stands, clamps, hot plate, stir bars, heating mantels, etc) must be returned to their proper locations. Quiz guidelines What are esters? What is “Fischer esterification”? Which ingredients (reactants) esters are made of? Identify carboxylic acids and alcohols from the given structural formulas of esters. Why are esters so popular? The role of strong acid in Fischer esterification. Application of LeChatelier’s Principle on esterification equilibrium. Post-lab questions 1. Write down the overall chemical equation for the reaction you performed (write structural formulas , NOT molecular formulas). 4 pts 2. Isopentyl acetate synthesis is achieved using a “named” reaction? What is it? 2 pts
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3. In this reaction, excess acetic acid is used to drive the reaction to completion. This is according to which equilibrium principle? 2 pts 4. Describe at least two other ways you may be able to use during the equilibrium reaction to enhance the overall % yield of isopentyl acetate. 4 pts 5. Propose an alternative method of making isopentyl acetate by which you can possibly get high yield of it without worrying about optimizing equilibrium conditions. Write this specific chemical equation using structural formulas of reactants and products. 4 pts 6. What is the purpose of using aqueous sodium bicarbonate solution during the work-up of this reaction? Write a complete balanced chemical equation that is relevant to your answer. 5 pts 7. Complete the following equation. 4 pts Alcohol A carboxylic acid B 8. In the above reaction, 10.00 g Alcohol A and 9.7 g of carboxylic acid were reacted together in the presence of concentrated sulfuric acid to give 16.23 g of the product. Table the two required DA equations to determine the LR and then find out the % yield. 15 pts