The use of boiling points and IR Spectra allowed for synthesis 2.Hard copy of the IR spectra of your ester product and the alcohol and carboxylic acid starting reagents, all properly labeled (obtain all 3 in the lab) 3.Boiling range of product, listed 4.Mass of product, listed 5.Calculations for: a. Synthesis of Isopentyl Acetate Madison Skelton 28 March 2012 Section B CHM 235L Abstract: The overall objective for this experiment was to synthesize Isopentyl Acetate using a Fischer esterification process and reflux/simple distillation.
You do not need structures or boiling points or any other information about the other possible esters; Obviously, you need a … Determination of limiting reagent (consider your carboxylic acid and your alcohol) b. Objective:!!To!synthesize!pure!Isopentyl!acetate.!!To!understand!the!mechanismof! = 4.549 g isopentyl acetate Isopentyl Alcohol (0.820 g IA) (1 mol IA) (1 mol product) (130.19 g product) (88.15 g IA) (1 mol IA) (1 mol product) = 1.211 g isopentyl acetate The limiting reagent for this esterification reaction is isopentyl alcohol. Assume that you used isopentyl alcohol whose oxygen atom was labeled with O - 18 (instead of normal O - 16) in the esterification of acetic acid. Use a cap that has a plastic liner and seal it tightly. Report Form 8 Due Date: 12/1/15 Isopentyl Acetate Name Desta Tekle-Wold Date Turned In 12/1/15 1. FischerEsterification.!! In order for isoamyl acetate to be formed from acetic acid, the alcohol used must have been isoamyl alcohol. MW of isopentyl alcohol: 88.15 Density: 0.809 MW of isopentyl acetate: 130.19 Density: 0.876 This concludes that unknown #571 was isoamyl alcohol. The label should include a. compound name b. your name c. date d. weight of sample e. tare weight f. NFPA #'s 2. Background The primary use of IR spectroscopy is functional group identification. Turn in your isopentyl acetate sample in labeled bottle. Keep open containers of these chemicals away from sources of ignition such as a bunsen burner flame and only work with them in a fume hood to control release of fumes into the lab. Draw the structure of the product and show with a star (* ) where the O - 18 label would be located. NUCLEAR MAGNETIC RESONANCE (NMR) AND INFRARED (IR) Materials Needed approx 100 mg of an ester synthesized in Expt #7 - (octyl acetate, benzyl acetate, or isopentyl acetate) approx 1 mL NMR solvent CDCl 3 1 NMR tube with cap, Pasteur pipet Salt plates, acetone wash solvent BACKGROUND NMR Spectroscopy. a. Suppose that you obtain 1.0 g of isopentyl acetate from reacting 1.0 mL of acetic acid with 1.0 mL of isopentyl alcohol. After the analysis, it was confirmed that ester was most likely isoamyl acetate. CHEM 3760 Orgo I, S12, Exp 5 (Lab #6) (TECH 710: IR Unknown) LAB REPORT INSTRUCTIONS Identifying an Unknown Compound by Infrared Spectroscopy (IR) Carefully read all instructions and complete Section I on page 3 before you come to the lab. Also be aware that acetone (1321), acetic acid (2223), isopentyl alcohol (1302), and isopentyl acetate are flammable. (Hint: See the mechanism on p. 94) b. Calculate a percent yield. Include information (MW, hazard information, bp, density) for 3-methyl-1-butanol (isopentyl alcohol) and its acetate ester (isopentyl acetate) in the table of substances used. The structure for isoamyl acetate and isoamyl … EXPERIMENT 9 SPECTROSCOPY.