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Experiment 8-Hydroboration-Oxidation

Experiment 8-Hydroboration-Oxidation - Jin Bae CHEM-241L...

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Jin Bae CHEM-241L Hydroboration-Oxidation of 1-Octene Performed: 10/26/2006 Written: 11/01/2006 Purpose/Introduction The purpose of this lab was to perform hydroboration-oxidation on 1-octene to obtain 1-octanol and 2-octanol, to identify the major product, and to use gas chromatography to analyze the product. Gas chromatography (GC), specifically gas-liquid chromatography involves a sample being vaporized and injected onto the head of the chromatographic column. The sample is transported through the column by the flow of inert, gaseous mobile phase. The column itself contains a liquid stationary phase which is adsorbed onto the surface of an inert solid. If Gas chromatography was applied, there would be 4 peaks: air peak, 1- octene ( 121 °C), 2-octanol (180 °C) 1-octanol (195 °C). Since 1-octene has the lowest boiling point among the three, it would come out next to air peak, and 2-octanol, 1-octanol are next peaks in a increasing of boiling point. 1-octanol would be the major product and thus have a relatively higher peak than 2-octanol which would be the minor product. Extraction is the transfer of a solute from one solvent to another. In this case if ether was placed in the mixture, all the alcohols including H 2 O dissolved into the ether layer. NaHCO 3 was used to separate NaOH in the ether solution. Reactions See page 4-5 Tables of Reactants and Products Name Structure MW Boiling Point Melting Point Density 1-octene 112.21 122- 123 -101 0.715 1-octanol 130.23 196 -15 0.827 2-octanol 130.23 174- 181 0.819 Borane Tetrahydrofuran complex 85.94 66 0.888 Magnesium sulfate 120.37 1124 Sodium bicarbonate 84.007 50 2.159 peroxide 34.01 1.11
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Jin Bae CHEM-241L Procedure A drying tube filled with CaCl 2 attached to a10 mL round bottom flask was heated over a bunsen burner for three seconds. The flask was placed in ice water to cool down to the ice bath temperature. 1mL of 1-octene was added to the flask and capped
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