Lab 1 Report.docx - Page 1 Experiment 15 Diels-Alder...

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Page 1 Experiment 15: Diels-Alder Reaction: 9, 10-Dihydroanthracene-9, 10- α , β -succinic Acid Anhydride Objective The Diels-Alder reaction will be observed, specifically the role of the aromatic ring system as the diene substrate in the additional reaction. The reaction we will observe and study an example of an economic an 1, 4 addition an economic 1, 4 addition by an activated alkene dienophile across 9, 10 positions of anthracene. Experiment Procedure The procedure was followed as described in Mayo, pages 203-206, with the modifications listed in the Canvas document. Additional modifications to the procedure included the following: - Used 300- µL cold ethyl acetate more than twice to empty the conical vial of the product Reaction Scheme Data Results Data and Results Table Compound Anthracene Maleic anhydride Xylene 9, 10- Dihydroanthracene -9, 10- α , β - succinic Acid Anhydride Molecular Formula C 14 H 10 C 4 H 2 O 3 C 8 H 10 C 18 H 12 O 3 Amount (mg) 80 40 110.4 (TY) 66 (EY) Amount (mL) 1.0 mmoles 0.44 0.40 0.40 (TY) 0.24 (EY) Molar Mass 178.24 98.06 276.30 Density 0.86 Lit. BP (°C) 137-140 Lit. MP (°C) 216 60 261-262

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