7a Fischer Esterification

7a Fischer Esterification - 7a Fischer Esterification...

Info iconThis preview shows pages 1–4. Sign up to view the full content.

View Full Document Right Arrow Icon
7a Fischer Esterification Author: Holly Polk Instructor: Oleksandr Zhurakovskyi Organic Chemistry Lab 243A, Section 010 Date Work Performed: March 12, 2009 Date Submitted: March 26, 2009 Abstract The purpose of this experiment was to synthesize (1,3-dimethylbutyl) acetate via an esterification reaction between acetic acid and 4-methyl-2-pentanol alcohol, using concentrated sulfuric acid as a catalyst. The product was washed with sodium bicarbonate, and then dried with granular sodium sulfate. The product was then distilled using a Hickman stillhead and characterized using infrared spectroscopy and NMR. The percent yield of (1,3-dimethylbutyl) acetate was 55.91 %. The IR confirming the product had identifying peaks at The peaks the C- O-C peak at 1247.35 and the C=O peak at 1736.35. H-NMR was also run on the sample, and which produced peaks corresponding to the compound, but with some impurities.
Background image of page 1

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon
Introduction Esters are a common derivative of carboxylic acids, and they contribute the chemical structure for the flavor and smell of various fruits and flowers. Esters are produced in the industrial sector as solvents, plasticizers, and starting materials for polymers, and are commonly used in perfumes and foods to add flavor and aroma. The objective of this experiment is to synthesize esters. the ester is formed through condensation of a carboxylic acid and a primary alcohol. Fischer esterification is a common equilibrium reaction. In this type of reaction, more product can easily be made by added concentrations of reactants or removing product. Esters can be prepared by the reversible, acid-catalysed, combination of a carboxylic acid with an alcohol. Because it is reversible, the reaction has to be shifted to the product side by using excess reagent, or removing one of the products. This reaction is also limited by any steric hindrance in the carboxylic acid or the alcohol. During each individual step of the reaction’s multi-step mechanism, equilibrium is reached. The reaction is driven to the right, towards the desired end product (Le Châtelier’s Principle). In this experiment, the alcohol is unknown, and will be determined by the analysis of an H-NMR and C-NMR spectrum. NMR is also known as nuclear magnetic resonance, and this takes place when nuclei are exposed to radiation at the frequency corresponding to the energy difference between allowed spin orientations. The chemical bonds of the compound affect the fundamental resonance frequency, which allows NMR spectroscopy to identify chemical structures.
Background image of page 2
Physical Constants Mechanism C H 3 OH O + C H 3 C H 3 OH H + C H 3 OH O + H + C H 3 C H 3 OH O H O + O H CH 3 CH 3 C
Background image of page 3

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon
Image of page 4
This is the end of the preview. Sign up to access the rest of the document.

This document was uploaded on 06/07/2009.

Page1 / 10

7a Fischer Esterification - 7a Fischer Esterification...

This preview shows document pages 1 - 4. Sign up to view the full document.

View Full Document Right Arrow Icon
Ask a homework question - tutors are online