Diels Alder Reaction Lab
Diels-Alder Reaction
Heather Jost
Lab Partner: Jasmina Salcinovic
CHEM2642L
Luise Strange de Soria
Georgia Perimeter College
September 29, 2004
Diels-Alder Reaction
Resources:
Mayo, Pike, Trumper, Strange de Soria. Microscale Organic Laboratory. New York: John Wiley and Sons, 2002.
Strange de Soria, Luise. “Student Survival Guide”. http://www.gpc.edu/~lstrange/2642lab/survivalguide/grignard2.pdf. 2004.
Purpose: The purpose of these experiments is to create two different cyclic products using Diels-Alder reactions. Summary of the Theory behind the Diels-Alder Reaction: A Diels-Alder reaction creates two new C-C bonds and up to four stereocenters in a single step. By mixing and matching …show more content…
Use aluminum foil to insulate between the flask and the bottom of the reflux condenser and be sure to attach a drying tube with anhydrous calcium chloride. Heat the solution between 150 – 155oC, once at this temperature; keep it there for 20 minutes and avoid overheating. Then allow the mixture to cool to room temperature. Transfer contents to a 25mL Erlenmeyer flask and add 3mL of toluene (if the crystals do not dissolve then the contents may be heated). Add about 3mL of petroleum ether until slight cloudiness continues then heat the flask until the solution is clear. Crystals should form as the solution cools to room temperature, then you may put on an ice bath to complete crystallization. (Using vacuum filtration) Wash the product with approx. 5mL of cold petroleum ether and allow the product to completely dry over the next week (so an accurate weight and melting point may be …show more content…
Experiment 15
• When we first heated the solution, the temperature got a little out of control (it got up to 200oC but we were able to sustain it). As the mixture was heated it turned a paler and paler shade of yellow. The solution was heated for 30 minutes but still had a yellow tint to it, but we were instructed to remove it. After filtration the crystals were white and distinct. The stir bar was left in the product until the following week when it would be removed and the data could be collected.
Results:
Product Data for Experiment 14
Product Theoretical Actual % Yield Actual Theoretical % error Yield Yield m.p
Heather Jost
Lab Partner: Jasmina Salcinovic
CHEM2642L
Luise Strange de Soria
Georgia Perimeter College
September 29, 2004
Diels-Alder Reaction
Resources:
Mayo, Pike, Trumper, Strange de Soria. Microscale Organic Laboratory. New York: John Wiley and Sons, 2002.
Strange de Soria, Luise. “Student Survival Guide”. http://www.gpc.edu/~lstrange/2642lab/survivalguide/grignard2.pdf. 2004.
Purpose: The purpose of these experiments is to create two different cyclic products using Diels-Alder reactions. Summary of the Theory behind the Diels-Alder Reaction: A Diels-Alder reaction creates two new C-C bonds and up to four stereocenters in a single step. By mixing and matching …show more content…
Use aluminum foil to insulate between the flask and the bottom of the reflux condenser and be sure to attach a drying tube with anhydrous calcium chloride. Heat the solution between 150 – 155oC, once at this temperature; keep it there for 20 minutes and avoid overheating. Then allow the mixture to cool to room temperature. Transfer contents to a 25mL Erlenmeyer flask and add 3mL of toluene (if the crystals do not dissolve then the contents may be heated). Add about 3mL of petroleum ether until slight cloudiness continues then heat the flask until the solution is clear. Crystals should form as the solution cools to room temperature, then you may put on an ice bath to complete crystallization. (Using vacuum filtration) Wash the product with approx. 5mL of cold petroleum ether and allow the product to completely dry over the next week (so an accurate weight and melting point may be …show more content…
Experiment 15
• When we first heated the solution, the temperature got a little out of control (it got up to 200oC but we were able to sustain it). As the mixture was heated it turned a paler and paler shade of yellow. The solution was heated for 30 minutes but still had a yellow tint to it, but we were instructed to remove it. After filtration the crystals were white and distinct. The stir bar was left in the product until the following week when it would be removed and the data could be collected.
Results:
Product Data for Experiment 14
Product Theoretical Actual % Yield Actual Theoretical % error Yield Yield m.p