In this experiment, a Diels-Alder cycloaddition reaction was performed. This reaction was performed with 1,3-cyclopentadiene and maleic anhydride. The 1,3-cyclopentadiene was obtained by cracking dicyclopentadiene. The Diels-Alder reaction resulted in 2.0881 grams of clear white crystals, which were confirmed to be cis-norbornene-5,6-endo-dicarboxylicacid anhydride. This amount determined a percent yield of 83.16 %. The percent yield is only 83.16 % because some product was lost during vacuum filtration. This loss could have been prevented by using colder water to transfer the crystals. The retrieve all of the crystals out of the flask, cool water was used. This caused some of the crystal dissolved and pass through the filter. The use of colder waster would prevent the crystals from dissolving. However, the amount that was lost was minimal, and the identification of the product was still confirmed by melting point, IR, and NMR.
The melting point for the product was found to be 164-166 ˚C. This range coincides with the …show more content…
In the spectrum, RM-13-Ai, five functional groups are represented. The functional groups are found at 3010 cm-1, 2980 cm-1, 1766 cm-1, 1228 cm-1, and 901 cm-1, and represent sp2 and sp3 hybridized carbons, a carbonyl, a ester carbon-oxygen stretch and an alkene carbon-hydrogen bend. The spectrum also indicates the presence of dichloromethane. Aside from the dichloromethane signal, the spectrum also matches the reported spectrum for cis-norbornene-5,6-endo-dicarboxylicacid anhydride, found in the lab textbook. The IR data also concludes that the reaction went to completion. The presence of alkene functional groups and a carbonyl, along with the melting point data, indicate that the product is cis-norbornene-5,6-endo-dicarboxylicacid anhydride. The product in this experiment cannot be a mixture of the two reactants, because they readily react, and the melting point indicated a pure