Chemistry_2510_Diels_Alder_2008 - Chemistry 2510...

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Chemistry 2510 Introduction to Experimental Organic Chemistry Fall 2008 Experiment #8 Diels-Alder Reaction: The Synthesis of endo - cis -N-Phenyl- bicyclo[2.2.2]oct-5-en-2,3-dicarboximide Laboratory Notebook : You need to summarize your experimental plan in your lab notebook. Be sure to include a table of all reagents and compounds that will be used in this experiment. Laboratory Observations: Be sure to record any observations during the laboratory. You must record exactly how much of the starting materials you started with and the weight of the isolated product. Results and Conclusions : Calculate a % yield and use IR spectroscopy and melting point determination to verify product formation. Relevant Reading: Technique 2, pp 39-48 and Technique 15, IR Spectroscopy, pp 163- 178. Background: The Diels-Alder reaction is a cycloaddition of an e - rich diene and an e - poor dienophile (alkene or alkyne). Our diene is 1,3-cyclohexadiene, which is locked, in its "s-cis" conformation. The dienophile is N-phenylmaleimide which possesses a strong electron withdrawing carboximido group (CONCO) also held
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Chemistry_2510_Diels_Alder_2008 - Chemistry 2510...

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