The Diels-Alder Reaction of Anthracene with Maleic Anhydride. This experiment involved a reaction between anthracene and maleic anhydride via a Diels Alder reaction to yield 9, 10-dihydroanthracene-9,10-α, β-succinic anhydride. Anthracene was the diene and maleic anhydride was the dienophile.

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Start studying Exp. 6: Diels-Alder Reaction of Anthracene with Maleic Anhydride. Learn vocabulary, terms, and more with flashcards, games, and other study 

Following recrystallization of the product using xylene and vacuum filtration, a percent yield of 37.42% for the recrystallized product was collected. This was low due to the fact…show more content… Students Calculated an Rf value of 0.93 for Anthracene, an Rf value of 0.63 for Maleic Anhydride, and an Rf value of 0.78 for the crude product. These results show that Anthracene was the least polar solvent and Maleic Anhydride was the most polar. Anthracene acts as the diene and maleic anhydride functions as the dienophile. Diels-Alder Reaction of Anthracene and Maleic Anhydride Carly Stewart, Organic Chemistry 2, 1, 1 July 2029 Department of Biology and Chemistry, Liberty University ■ INTRODUCTION A Diels-Alder reaction is a chemical reaction between a substituted alkene (dienophile) and a conjugated diene to form a substituted cyclohexene. 1 This is a vital reaction within chemistry due to its ability to form a 6 membered ring and the ability to control stereo and regiochemistry within the reaction.

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b . c . 1. H NMR Spectra of the Diels -Alder Adduct from anthracene and maleic anhydride (The maleic anhydride is slightly water sensitive). Weigh out 0.80g of anthracene and 0.40g of maleic anhydride (both are solids). Add the two solids into the flask. (Be sure the flask has cooled for at least two minutes before adding the solids, or they will melt.) Carry the round-bottomed flask to the hood Compare and contrast the IR spectra of your starting materials (anthracene and maleic anhydride) and product (9,10-dihydroanthracene-9,10-a,b-succinic anhydride) and explain how the IR data for the product confirms the formation of the Diels-Alder adduct.

Safety and Waste Disposal: Xylene is flammable, so keep it away from flames and hot plates. Experimental Procedure: Place 1.0 g of anthracene and 0.5 g of maleic anhydride in a 100-mL round-bottom flask. Add 15 O O O a .

Jump to content. anthracene 9, 10-dihydroanthracene- 9,10-oçß-succinic anhydride* maleic anhydride potassium bromide xylene *product 1998 Chemical Education Resources 10-mL graduated cylinder hot plate 2 melting point capillary tubes microspatula 25-mL round-bottom flask support stand 13 x 100-mm test tube 2 utility clamps 3-mL product vial watch glass Diels Alder Rxn - SEE TITLE SEE TITLE .

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Anthracene and maleic anhydride

Assume you start with 1.012 gram anthracene and 0.505 grams maleic anhydride: what is the theoretical yield of the product? 1.012 grams Anthracene 1 mole anthracene 1 mole product 276.29 grams 1.56879 178.23 grams 1mole anthracene 1 mole product LIMITING REAGENT 0.505 grams maleic anh. 1 mole maleic anh. 1 mole product 276.29 grams 1.422868

b .

1 mole maleic anh. 1 mole product 276.29 grams 1.422868 The reaction for this experiment is between anthracene and maleic anhydride and is a Diels-Alder reaction. This reaction is a cycloaddition reaction in which the conjugated pi-systems of the two reactants join to form a new ring 1. The pi-system in this case is referring to a carbon-carbon double bond within the ring.
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Anthracene and maleic anhydride

It was used for work in 1928, on the reaction between maleic anhydride and 1,3-butadiene, for which Otto Paul Hermann Diels and Kurt Alder were awarded the Nobel Prize in 1950. It is through this reaction that maleic anhydride converted to many pesticides and pharmaceuticals. Chemical Properties of Anthracene-maleic anhydride diels-alder adduct (CAS 5443-16-3) Download as PDF file Download as Excel file Download as 2D mole file Predict properties. InChI. InChI=1S/C18H12O3/c19-17-15-13-9-5-1-2-6-10 (9)14 (16 (15)18 (20)21-17)12-8-4-3-7-11 (12)13/h1-8,13-16H.

Xylene 106 -47.8 140 0. Experimental. To start the experiment, 0.289 g of anthracene and 0.16 g of maleic anhydride were put into a 5 mL round bottom flask.
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Norbornene-5,6-endo -dicarboxylic anhydride from the reaction of the conjugated diene Cyclopentadiene with the dienophile Maleic anhydride (see Figure 2). While the product is not an insecticide and does not Figure 2. Reaction to form cis -Norbornene-5,6-endo -dicarboxylic anhydride (Pavia 417).

b . c . 1.


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Anthracene acts as the diene and maleic anhydride functions as the dienophile. Xylene (dimethylbenzene) is used as a high boiling temperature solvent so that 

Anthracene-maleic anhydride diels-alder adduct contains total 33 atom(s); 12 Hydrogen atom(s), 18 Carbon atom(s) and 3 Oxygen atom(s).