Looking for a catalytic hydogenation mechanism of the starting material methyl oleate to the product methyl stearate. A detailed electron pushing mechanism with arrows and the mechanistic steps under each arrow. Please !
CHM 2260 Winter 2018 ORGANIC CHEMISTRY LABORATORY II Reaction Preparation # 7 OBJECTIVE Catalytic Hydrogenation To generate methyl stearate from methyl oleate using a transition metal catalyst with hydroge and rate the efficiency of that synthesis using TLC, melting point, FT-IR, mass, spectra. mass, 'H- and C-NMR REACTIONS Hz, Pd-C 0 PROCEDURE 1. Assemble the hydrogen delivery apparatus as instructed. Get your apparatus approved before continuing. 2. Use a 1 ml syringe to add 1.5 mmol of methyl oleate to the 25 mL round bottom flask already holding a small stir bar, followed by 10 mL of methanol. Weigh out 0.015-0.025 g of palladium on carbon catalyst and add it to the flask using a dry glass funnel. Using a dry funnel helps getting as much of the catalyst as possible into the solution. Then flush residual catalyst into the flask using 5 ml of methanol. CAUTION: Addition of the catalyst occasionally causes a flash. Have a watch glass ready to cover the flask opening should this occur 3. When these steps have been completed, begin flushing your reaction flask with nitrogen.Once the nitrogen balloon is empty, replace it with a hydrogen balloon. Use a 100 mL beaker full of warm water to warm the heterogeneous reaction mixture. You may need to change the water or H2 balloon during the reaction. Continue for 1 h. WORKUP 4. After the hydrogen gas has been consumed, exchange the hydrogen balloon with one filled with nitrogen and flush your apparatus with nitrogen. Add 10 mL of diethyl ether to the reaction mixture to help dissolve the product, which might solidify once heating is stopped. 5. Using a fluted funnel and filter paper, carefully filter the reaction mixture into a clean, dry, tared 50 mL round bottom flask. Using a capillary, take a sample for TLC, then rotovap the product to dryness. 6. Assuming an excess of hydrogen, calculate percent yield of the product. 7. Perform appropriate TLC and melting point analysis on your product. Obtain FT-IR, mass, 'H NMR- and C NMR-spectra for the pure product from your instructor. Assign all peaks to structural moieties in the product. Report this information on your Analytical Data Sheet
