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3. For the following Diels-Alder reaction between cyclopentadiene and methyl methacrylate: LABEL ...
diels alder reaction Draw a structure for the exo product formed by cyclopentadiene and maleic anhydride. Because the exo form is more stable than the endo form, why is the endo product formed almost exclusively in this reaction? In addition to the main product, what are two side reactions that could occur in this experiment? The infrared spectrum of the adduct is given in this experiment. Interpret the principal peaks.
5. Bicyclic methyl ester 3 can be prepared from (E)-nona-6,8-dienal by a Horner Wadsworth-Emmons reaction and subsequent heating to induce an intramolecular Diels-Alder reaction. Draw the necessary HWE reagent (what is the phosphorous ylide?) as well as a transition state for the DA reaction. Is the final product 3 an endo or an exo cycloadduct? H. H 0 heat 3 5. Bicyclic methyl ester 3 can be prepared from (E)-nona-6,8-dienal by a Horner Wadsworth-Emmons reaction and subsequent heating to induce...
The Diels-Alder reaction you will conduct in this experiment is between cyclopentadiene and maleic anhydride (the anhydride of cis-2-butendioic acid): diene dienophile The glassware is predried and a drying tube is used to prevent the hydrolysis of maleic anhydride to maleic acid (cis-2-butendioic acid): On heating, maleic acid isomerizes to fumaric acid (trans-2-butendioic acid). Show the mixture of products that would be formed if a small amount of moisture was present in the Diels-Alder reaction you have performed.
The Diels-Alder reaction is a concerted reaction; this means: O a mixture of endo and exo products are formed v the products contain rings all bond making and bond breaking occurs simultaneously the reaction follows Markovnikov's rule
(9 points) 1. In each case, draw all reasonable resonance forms. Circle the most stable (plus any ties). (a) (b) (1 pt) 2. For the following Diels-Alder reaction, label the Endo and Exo products. Circle the major product.
Predict the product of the Diels-Alder reaction of this compound with cyclopentadiene. Draw your product in the window below.
The Dlels-Alder Reaction: For the Diels-Alder reaction below, select the expected Diels Alder products). More than one answer may apply. Select all that apply CO Me .COM CÓ Mo COM COMO COM CO,Me "COM с D A B + COMO CO, Me CO Ne .COM CO2Me COMO COM COMO "CO,Me E H CO Me F GH B A OD
EXPERIMENT 2A DIELS-ALDER REACTION OF ANTHRACENE REFERENCES Pavia et al (4/e): Tech. 6.1/6.2, 7.2-7.4 Klein (1/e) pp. 784-792 EQUATION heat Diels-Alder Adduct 9,30-dihydroanthracene-9,10- endo-o B-seccinic anhydride mp 262264 PROCEDURE Place 0.200 grams of anthracene and an equal molar amount of maleic anhydride in 5 mL of xylenes in a 10-mL round-bottom flask with a magnetic stir bar. Attach a water-cooled condenser and reflux for 60 minutes. Allow the solution to cool to room temperature and then place the flask in...
Draw the complete mechanism of the following Diels Alder reaction. Include all intermediates and determine which product is formed (Endothermic or Exothermic). or H H endo mp 165-167 °C exo mp 140-145 °C
Post- Laboratory Questions: 1. Draw the product of the following Diels-Alder reactions 2. What starting materials would be used to prepare the following compound by the Diels- Alder reaction? 3. Cyclopentadiene dimerizes easily. Before using cyclopentadiene in a reaction, it is necessary to crack the diene. Draw the Diels-Alder reaction for the dimerization of cyclopentadiene. 4. What are the products of the following Diels-Alder reactions? Show the stereochemistry where applicable