diels alder reaction of furan and maleic anhydride lab report


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PDF Diels-Alder reaction

3 MAIN REACTION & MECHANISMS Diels-Alder reaction: SO2 1 + SO2 2: 13-Butadiene O O O + O O O H H 4:4-Cyclohexene-cis-12-dicarboxylic anhydride 3: Maleic anhydride Hydrolysis: O O O H H + OH H O O O H H OH2 OH2 O OH O H H OH O O O H H H OH2 OH H H H H COOH COOH 5: 4-Cyclohexne-cis-12-dicarboxylic acid 4 TABLE OF REACTANTS & PRODUCTS Table

PDF Justin Barry Experimental Organic Chemistry: A Miniscale and

According to the data the anhydride and diacid from the reaction of 3-sulfolene and maleic anhydride produced the correct anhydride product 4-cyclo-cis-12-dicarboxylic anhydride Refluxing for a full 30 minutes with constant dripping from the condenser produced a 88 7 yield This proved very effective

PDF Experiment 13: The Diels-Alder Reaction of a Conjugated Diene

The Diels-Alder reaction is facilitated by the presence of electron donating groups on the diene and by the presence of electron withdrawing groups on the dienophile For instance maleic anhydride is a very good dienophile because it contains two highly electron withdrawing carbonyl groups In fact maleic anhydride was one of the original

  • Why did Diels Alder react with maleic anhydride?

    Anhydride product of Diels-Alder reaction could have possibly hydrated before extraction, causing it to be soluble in petroleum ether. The 1,3-butadiene could have evaporated before it had a chance to react with the maleic anhydride. The purpose of this reaction was achieved.

  • What happens if 1,3-butadiene reacts with maleic anhydride?

    In this reaction, 1,3-butadiene reacted with maleic anhydride to produce a six-membered alkene. The Diels-Alder reaction is very stereospecific; only the cis- conformation of 1,3-butadiene will undergo cycloaddition, the trans- conformation will not.

  • Why is maleic anhydride a good dienophile?

    For instance, maleic anhydride is a very good dienophile because it contains two highly electron withdrawing carbonyl groups. In fact, maleic anhydride was one of the original dienophiles that Diels and Alder used in their studies. It will react with a variety of dienes to afford the corresponding cyclohexene system.

  • Can maleic anhydride be hydrolyzed by water?

    Since both maleic anhydride and the product of the Diels-Alder reaction can be hydrolyzed by water, it is important to use dry glassware and to exclude moisture during the reaction and the work- up. The melting point of the product will reveal the identity of the conjugated diene present in the oil.

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