Fischer Esterification

1863 WordsMar 1, 20138 Pages
Fischer Esterification of (1,3-Dimethylbutyl) Acetate from 4-Methyl-2-Pentanol Alison Evans Anne Richards TA: Dylan Kahl Tuesday 11:30am - 2:20pm 81807 Abstract: An ester was synthesized during an organic reaction and identified by IR spectroscopy and boiling point. Acetic acid was added to 4-methyl-2-pentanol, which was catalyzed by sulfuric acid. This produced the desired ester and water. After the ester was isolated a percent yield of 55.1% was calculated from the 0.872 g of ester recovered. This quantitative error was most likely due to product getting stuck in the apparatus. The boiling point of the ester was 143° C, only one degree off from the theoretical boiling point of the ester 1,3-dimethylbutyl, 144 ° C. The values of the…show more content…
If necessary the centrifuge can also be used to further separate the two layers. A final means of drying the ester product is the addition of granular sodium sulfate. The purity and identity of the product can be determined through the use of smell, IR spectroscopy and melting point determination. A general idea of what the ester is can be obtained by smell. Esters can have specific smells and if the scent can be determined, one may have an idea of the ester was created. IR spectroscopy will identify the bonds of the functional groups. The ester can be considered pure if there are no additional peaks on the IR spectrum. For example, if a peak corresponding to an alcohol group appeared on the IR spectrum it would mean the ester is not completely pure. Melting point can also be used to confirm the identity and how pure the final product is. Comparison of the experimental melting point and the literature value allows for determination of how close the experimental value is to the literature value. If the experimental value is within the range of the literature value, the product can be considered pure. Procedure: A 10 mL round-bottom flask was weighed both before and after approximately 1.5 mL of the given alcohol, 4-methyl-2-pentanol, was added. 3 mL of glacial acetic acid, one boiling chip, and 2-3 drops of concentrated sulfuric acid were added to the flask in that order. The reflux apparatus was assembled, the
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