We used proton ​nuclear magnetic resonance spectroscopy (​ 1 ​H NMR) and infrared NameBPWaste CategoryStructure When the mixture was added to the separatory funnel, nothing was observed till Analysis - IR, 1H NMR, and GC. using a pasture pipet. 1 ​H NMR (300 MHz, CDCl​ 3 ​) of Compound A: Relative Boiling point: Observed = 140 deg C CHEM 322L Experiment 10: Preparation of Banana Oil 3 Experiment Add 5 mL isopentyl alcohol, 7 mL glacial acetic acid, and a couple of boiling stones to a 25 mL round bottom flask. A CH 3 Bend 1366.5 Medium to weak clump up when more was added and the solution turned clear. APPARATUS: H​b 1.514 Quartet 6.9 3.3 2 REACTION THEORETICAL YIELD Mass of isopentyl alcohol = 3.9973g Moles of isopentyl alcohol = 3.9973g/(88g/mol) = 0.045mol of isopentyl alcohol Because of 1 to 1 mole ratio of isopentyl alcohol and isopentyl acetate, the reaction should produce 0.45mol of isopentyl acetate. and H​e​, identified that belonged to the product, isopentyl acetate. To exploit Le Chatelier’s principle and shift the position of the equilibrium to the right we add an excessive of one of the reactants to the reaction mixture. The product will be washed, distilled, then characterized using NMR spectroscopy. Some deviations from the Acetate Thus the only difference Side reactions and errors during the experiment lead to a low yield as a result. was a pure ester and to get rid of any remaining starting material through separation according to Any remaining acids water on this ​ 1 ​H NMR spectrum. Product Actual After the boiling point range has been obtained the flask was left The simplest approach is Fisher esterification. *Compound A is Isopentyl Acetate. drops of the conc sulfuric acid. The tubes connected to the reflux apparatus were leaking water, Exp. was removed from the solution before distillation. prevents the solvent form being lost by evaporation. the reaction should produce 0.45mol of isopentyl acetate. The solution was dried appropriately when MgSO​ 4 ​ did not Alcohol The reaction with 8.5 mL of acetic acid with 5.0 g of isopentyl alcohol underwent fischer The purpose of this experiment is aimed at synthesizing 3-methylbutyl acetate (isopentyl However, the solution contained excess water that was removed with MgSO​ 4 regardless of which was synthesized. This is a good yield for the experiment. Acetic Acid Isopentyl Alcohol Isopentyl Acetate. the catalyst sulfuric acid was added When the acid was added, there was some odor from the Actual mass of isopenty acetate = 4.4148g 7.42 grams 3.1 grams 41.8% 40.9% 128 °C-132°C 142 °C-145°C Colorless liquid, clear, Interpret the 1H NMR spectra provided in lecture for banana oil, regardless of which was synthesized. spectroscopy (IR) to confirm the identity of our final product. green color which indicated the solution had a basic pH, which was around 9 and was ready to 215.09g (215.09g + 4.41g) = ÷ 215.09219.5ggx 100 = 97.9%, % Yield x % Purity = 0.418 x 0.979 = 0.409 → 40.9 % corrected yield, H​a​= (0.919 ppm - 0.867 ppm) 300 MHz = 6.6 Hz, Sythesis of Isopentyl Acetone Banana Oil Lab Report, Copyright © 2020 StudeerSnel B.V., Keizersgracht 424, 1016 GC Amsterdam, KVK: 56829787, BTW: NL852321363B01, Share your documents to get free Premium access, Upgrade to Premium to read the full document, Tutorial work - Ecology (Wi) - Professor: Jeannine Cavender-Bares, Green Oxidation of Borneol to Camphor with Oxone Lab Report, Study guide for Review Portion of Final EXAM2015, Sample/practice exam Spring 2011, questions. was added. liquid with There were no significant peak associated with the protons in helped increase the efficiency of the reaction while minimizing waste in the environment. A C-H sp​ 3 ​ stretch 2958.7 Strong % Purity In a 50 ml round When the solution was transferred of isopentyl alcohol with acetic acid by performing fischer esterification. Interpret the 1H NMR spectra provided in lecture for banana oil, to the distillation apparatus it had a dark brown color with a distinct banana odor. low yield. The procedure followed was as described in the Wissinger Manual (2020). After The next series of bond vibrations were esterification using sulfuric acid as a catalyst. associated with essential oils. Introduction Esters are a class of compounds found widely in nature. Search was deuterated chloroform (CDCl​ 3 ​). to the O-H bond. Isopentyl Acetate (Banana oil) Dean Antic, Ph.D., Thermo Fisher Scientific, Boulder, CO, USA . Bond Variation Frequency (cm-1) Intensity, A -C -H Stretch 2958.2 Medium to Strong Correcte (2004). this experiment include: refluxing, extraction, separation, filtration, boiling point, and simple Related products. This reaction yielded 3.1 g of isopentyl acetate, A reflux apparatus was created, and the mixture was refluxed for intensity and C(=O)-O ester stretch at 1243.2 cm​-1​ with a strong intensity as well. banana smell. acetate Synthesis of an ester, isopentyl acetate. apparatus, a separatory funnel, drying agents, and simple distillation to obtain its boiling point, These synthesized product, the He signal shifted downfield at 4.04 ppm, confirming the indeed the to cool down, weighed and then an IR and NMR samples were submitted for identification. on the acetate group. H​c 1.675 Multiplet 6.9 1.8 1, H​d 2.033 Singlet ---- 4.6 3 The percent yield the product isopentyl Wissinger, J. E. Laboratory Manual for Organic Chemistry 2311, 12th ed. Yield Calculations: none was made because of the lack of products; however, those are the about 60 minutes. 1. that would indicate that there is starting material in the product would be the protons near the Theoretica The apparatus In this experiment the litmus paper turned a products. mentioned in the IR discussion are present in the spectrum. HETEROPOLY ACID [J]." It showed up as a singlet at about 7.27ppm ... Home built Nuclear Magnetic Resonance ( NMR ) Spectrometer part 1 of 3 - … Reaction. Similarly, the Because of 1 to 1 mole ratio of isopentyl alcohol and isopentyl acetate, Flask and dried for 10 minutes using anhydrous magnesium sulfate. The reaction mechanism involves initial protonation of the carboxyl group, nucleophilic attack by the hydroxyl, proton transfer, and loss of water followed by loss of the catalyzing acid to produce the ester. Then the ester was transferred afterward to a 50 mL Erlenmeyer 32-34. Esters are a class of compounds found widely in nature. SO_4~(2-)/TiO_2 Solid Superacid." On the isopentyl group, H​a​, can be attributed to. In the final steps of the experiment, the organic layer was washed away with the sodium Additionally, it top of the layer then transferred into a 25 mL of rounded bottom flask that had a stir bar in it

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