Monday, February 24, 2014


The objective of this lab is to perform Diels Alder reaction using anthracene and maleic anhydride and then to run the melting point of the product.
In a dried round bottom flask equipped with a stir bar 0.400 g of anthracene, 0.200 g of maleic anhydride and 5 mL of toluene were added. A condenser was attached to the reaction flask, and then heating was begun. The heat was set on the heating apparatus to ~250°C to heat the mixture quickly.  The boiling point of toluene is 110°C so excessive heating was not necessary. After the reaction mixture began to reflux, the heat was reduced to 150-175°C to maintain reflux. After the mixture had begun to reflux, heating continued for an additional hour.  After one hour of reflux, the reaction was removed from the heat, and the reaction mixture was allowed to cool to room temperature. The mass of a small filter paper was measured and the product of the reaction was collected by vacuum filtration using the small Büchner funnel. The product was allowed to dry under vacuum in the Büchner funnel for 15 minutes. The mass of the filter paper containing the product was measured, and the mass and percent yields of the isolated product were calculated. The melting point of the isolated product was measured.
The mass of the filter paper was 0.180g. The mass of the filter paper with product was 0.536g. The difference gave 0.356g as mass of product. The percentage yield was 63.12% following the formula as used on this following website confirmed the correctness of the answer. The melting was in the range of 262.5-263.7 o C, which seems to be supported by a similar range of 262-264 on the following website
To conclude, the use anthracene and maleic anhydride to perform Diels Alder reaction was a success. Based on the melting points of Diels Alder of 262.5-263.7oC indicated that the purity of the recovered of the substance was good.