Expt #2. Diels-Alder Reaction of α-Phellandrene with Maleic AnhydrideRelevant textbook readings -
Smith 16.12-16.14 - chapter 17.6-17.8. Mohrig
- chapter 15. Literature Reference - Stockmann, H. J. Org. Chem. 1961 26, 2025-2029 Prelab - Make sure you calculate the volume of phellandrene and the mass of maleic anhydride to use and include both in your table of reactants and products. Also make sure to include the theoretical yield of the product. Overview - You will carry out the Diels-Alder reaction of the terpene natural product, (R)-(–)-α-Phellandrene, with Maleic Anhydride. The resulting product could conceivably be any of four possible diastereomers, however, the configuration of C-5 of the phellandrene must be retained as shown in equation 1. We will run the reaction and obtain a crystalline product that will be thoroughly characterized by 1H, 13C, DEPT, and HMQC NMR. An IR spectrum and mp will also be obtained (lit mp 126-127). Procedure Reaction:
Purification:
Analysis:
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