40.1 ester.docx - Expt 40.1 Esterification n-Butyl Acetate by Azeotropic Distillation of Water Christina McCool CHE211L Lab Section 6 April 9 2019 I

40.1 ester.docx - Expt 40.1 Esterification n-Butyl Acetate...

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Expt 40.1 Esterification: n-Butyl Acetate by Azeotropic Distillation of Water Christina McCool CHE211L Lab Section 6 April 9, 2019
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I. Abstract In this experiment, acetic acid is esterified with butanol in the presence of an acid catalyst attached to a very small polystyrene beads. Because esterification is an equilibrium reaction, it is upset by removing the water formed. The product is isolated simply by withdrawing it from the reaction flask with a Pasteur pipette, leaving the catalyst behind. After isolating the product, it was further purified by simple diffusion. 0.816g of n- butyl acetate was found with a 70.34% percent yield. After completing the experiment, the product was analyzed by gas chromatography, infrared spectroscopy, and nuclear magnetic resonance to verify n-butyl acetate was created. These tests have been attached to the end of this lab report. C 2 H 4 O 2 C 4 H 10 O C 6 H 12 O 2 Mol 0.01 mol 0.01 mol --- MW 60.05 74.12 116.16 g 0.60 g 0.749 g --- mL 0.58 mL 0.91 mL --- d 1.049 0.810 0.882 Bp 117.9 C 117.2 C 126.5 C n-butyl acetate II. Introduction 1. What is meant by the term “Fischer esterification”? This is a general question, i.e., the answer is not “the acid catalyzed reaction of acetic acid with n-butanol. The term “Fisher esterification” means that a carboxylic acid is treated with an alcohol and an acid catalyst. This reaction forms an ester and a by- product of water (Master Organic Chemistry). 2. This esterification reaction is an equilibrium reaction, discuss various ways that the Fischer esterification reaction could be run to maximize conversion to ester. There are various ways that the Fisher esterification reaction can be run to maximize conversion to an ester. These ways include the effect of structure, equilibrium constants, completion of extrication, use of chemical mean to remove water, and catalysts. The
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