TA: Hannah Degraaf
September 28th 2016 Banana Oil (lab report)
Purpose:
The purpose of this laboratory experiment was to synthesize banana oil (Isopentyl acetate) from the reaction of Acetic acid and Isopentyl alcohol by the Fischer Esterification reaction. By using the methods of refluxing, washing, drying, and simple distillation to purify the end product. When the product was isolated an IR, H NMR and boiling point were used analysis the product, the end product had a banana like odor.
Reaction Scheme:
Mechanisms
Procedure:
In the Jane Wissinger Laboratory Manual for Organic Chemistry 2311 (A Greener Chemistry Approach) on pages 32-33 with a couple of slight changes. There was an additional 10 mL of water was and an additional 10 mL of aqueous sodium bicarbonate.
Reagent and Product Table
Grams
Molecule Weight
mL
Boiling Point …show more content…
There was a OH peak at 3.62ppm telling that there was still a small amount alcohol left. The distillation and washes did purify the product but not completely because of the remaining isopentyl alcohol. 94.4% was the final product and 5.6% was reminisce of the isopentyl alcohol. In the 1H NMR there were five define peaks. Ha 2.037 ppm was singlet there was no other hydrogen adjacent to it. Hb 4.082 was a triplet there were two adjacent hydrogens, it is downfield because of the O is more electronegative and deshields it. Hc 1.509 ppm was a quartet because it is between two other ones giving it more splitting patterns. Hd 1.649 ppm was a multiplet there were eight neighboring hydrogens. He 0.922 ppm was a doublet it. The closer the hydrogen is the oxygen the more deshielded it become. Comparing the isopentyl acetate and isopentyl alcohol the differing factor was the peak at 4.082 ppm for isopentyl acetate and a peak that should have been at 3.62 ppm if the final product had isopentyl alcohol the other peak are relatively the