Reduction of Methyl Oleate

890 Words4 Pages
Experiment 1: The Reduction of Methyl Oleate Purpose: This experiment was carried out to gain a better understanding of the reduction of methyl oleate to methyl stearate. This experiment was carried out to determine whether or not the Markovnikov product or anti-Markovnikov product is prominent in this reaction. The final product will be analyzed by , and HMNR. Reaction: Summary of Procedure: The first step in this experiment was to flame dry the glass surfaces in the apparatus being used. Once dry, 2.2 mL of styrene were added to the round bottom flask, and an ice bath and mechanical stirrer were placed under the reaction vessel. A total of 6.2 ML of 1.0M BH3-THF were added to the reaction vessel slowly by a syringe. This addition took place over a 30 minute time period. The vessel was then left alone for 50 minutes. After which time, 2.1 mL of 30% hydrogen peroxide was added slowly followed by sodium hydroxide until a pH of 8 was observed. 20 mL of H20 and 10 mL diethyl ether were added to the flask. The contents were separated and the aqueous layer was rinsed with four 10mL portions of ether followed by 15 mL of sodium bicarbonate. The ether layer was dried with granular magnesium sulfate and then the solvent was removed by evaporation under reduced pressure. Lastly, the final product was analyzed by mass spectrometry and HNMR. Reaction setups: Drawing of the new apparatus is attached. Spectra: Please see attached GC-MS and HNMR. Calculations: Mechanism: Conclusion: The hydroboration-oxidation reaction is a reaction that is used to form an alcohol from an alkene. In this reaction there were two isomers of an alcohol formed. One was the Markovnikov product and the other was the anti-Markovnikov product. My goal for this experiment was to

More about Reduction of Methyl Oleate

Open Document