FIND PERCENT YIELD OF CRUDE AND FINAL PRODUCT OF tetraphenylnaphthalene Experiment 9D: Diels-Alder Reaction (Data Sheet)Running the reaction0.21 g of tetraphenylcyclopentadienone, 0.105 g of anthranilic acid. and 1.2 mL of1,2-dimethoxyethane are placed in a 25-mL round-bottom flask equipped with an aircondenserThe mixture was brought to a gentle boilA solution of 0.40 mL of isopentyl nitrite in 1.0 mL of 1,2-dimethoxyethane was addeddropwise in 60 seconds; the evolution of gas was observed and a gradual change on colortowards brownThe mixture was refluxed for 15 minutes leading to an orange colorProduct isolation:The mixture was allowed to cool down to room temperatureThe solution was poured into a beaker containing 10 mL of water and 5 mL of methanolA yellow-orange, powdery solid formed that was isolated by vacuum filtration on aBüchner funnel; after washing a solid with 2 mL of methanol, air was sucked through thesolidsThe solids were recrystallized from 12 mL of hot isopropanolAfter being placed in an ice-bath for 30 minutes, the fine, white crystal were isolated byvacuum filtration on a Hirsch funnelProduct characterization0.35 g of the crude productof the final productM.p.: 192-196 °C (first melting point), 199-202 °C (second melting point)0.21g

To calculate percent yield , we use formula : % Yield = ( Actual yield / Theoretical yield ) × 100 So, we would first calculate theoretical yield using stoichiometric relations. For this we would first write a chemical equation for this reaction and then use mole ratio and use dimensional analysis to calculate theoretical yield of tetraphenylnapthalene . This is shown as :