Banana Oil Synthesis Report Essay example

1683 Words Feb 17th, 2013 7 Pages
aMicroscale Synthesis of Isopentyl Acetate (Banana Oil)
Objective: Carried out the microscale synthesis of isopentyl acetate by direct esterification of acetic acid and isopentyl alcohol. This was an acid catalyzed Fischer esterification. Both extraction and distillation were employed to obtain a pure product. IR spectroscopy and gas chromatography were used to determine purity of the final product.
Reagents:
* Compound: | * MW (g/mol): | * MP (°C): | * BP (°C): | * Density (g/mL): | * Properties/ Safety: | * Isopentyl AlcoholC5H12O | * 88.15 | * -117.0 | * 132.0 | * 0.81 | * Clear, colorless liquid, disagreeable odor, flammable. Hazardous in case of skin, eye contact and ingestion and inhalation.
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However, despite only 19.0% yield, the purity of the product was confirmed by additional testing.
The initial qualitative analysis was a prominent banana odor suggestive of banana candy. The smell alone, while convincing, was not enough evidence to determine purity and so IR and GC were performed and compared to data from a known isopentyl acetate sample. The results were quite satisfying. For example, the IR spectrum of the sample from this experiment, as seen in figure 1 and summarized in table 1, indicates distinct ester group peaks. In particular, the 1743.38 cm-1 and 1244.50 cm-1 are strongly indicative of C=O and C-O bonds respectively, both ester group bonds. The IR results of this sample also correlate well with the IR of a known sample as shown in figure 2 with similar peak patterns to that of this sample. Furthermore, the absence of peaks common to an alcohol supports the purity of the sample. The prominent, broad O-H group peak around 3200-3600 cm-1 seen in IR data for alcohols, including isopentyl alcohol (figure 3b), is notably absent in this sample. This is highly supportive of the purity of the isopentyl acetate. This indicates that either the reaction went as planned initially in that all of the isopentyl alcohol reacted with excess acetic acid to create isopentyl acetate and acetic acid and/or that the microscale distillation successfully removed any remaining alcohol from the sample. It appears more likely that the alcohol was completely used

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