
Chemistry
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Author: Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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The Diels–Alder Reaction – A [4+2] Cycloaddition
Used:
- Maleic Anhydride
- Furan
Summarize the Rf values for the starting material and product. Explain any differences or similarities in the Rf values based on molecular structure. Are the Rf values useful in analyzing the reaction?
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- -A on 2. Which class of pericyclic reactions is the Diels-Alder reaction? What is a (4+ 2) n cycloaddition reaction? Explain •a cycloaddikon where ore reactant moleculee cortriautes 41 ele ctrons & the other a electrans 3. 4. (a) Give the systematic name of the diene in this reaction 15-cis)1,4-diphenyl-1,3-betadiene (b) Calculate the difference in the standard Yree energy, AG° (kJ/mol) between the two major conformations of this diene? (Write the formula and show your work.) = (-617.920458au- AGO Product- reactants k017.9259320 = 0.00S 47444K/ml.005474qu 14.37 KJ/ mol 1au= alas.KLcis) (trans) 5. Give the systematic name of the dienophile in this reaction. Maleie nhydride 6. Give the systematic name of the adduct in this reaction. 7. What is the melting point of your synthesized Diels-Alder adduct 8. Calculate the standard free energy of activation AG # for this reaction (Write the formula and show your work). AG = G75- G°R = (-994.1304ay au)-(-997.194182 au) - 0.039898au= .639898ay•…arrow_forwardDraw one enantiomer of the major product of the following Diels- Alder reaction. (Use wedge/dash bonds to indicate the orientation of substituents in the product. Hydrogen atoms on chirality centers must be shown explicitly.) H.arrow_forward12. Show the mechanism and the product of the following Diels-Alder reaction. (2) heat Х aticarrow_forward
- Bromine in methylene chloride is added in stoichiometric proportions to cyclopentane, What color is the final solution? Bromine in methylene chloride is added in stoichiometric proportion to cyclohexa-1,3-diene. What color is the final solution?arrow_forwardDraw the structure of the product of the Diels-Alder reaction below. CH3 O Visited (+ CH3 90-85 + • Use the wedge/hash bond tools to indicate stereochemistry where it exists. Include H atoms at chiral centers only. • If a group is achiral, do not use wedged or hashed bonds on it. • If the reaction produces a racemic mixture, just draw one stereoisomer. CH3OC-C=C-COCH3 O [ ] در ? Previous Frail Instructor Savearrow_forwardDraw the structure(s) of the product(s) of the following Diels-Alder reaction. Stereochemistry must be shown, and make sure to draw explicit hydrogens around all stereocenters.arrow_forward
- What is the product (include the stereochemistry) of the 6 pi electron electrocyclic reaction below, use the appropriate Woodward-Hoffman rule.arrow_forwardIdentify the expected major product of the following Diels-Alder reaction. (Showmechanism and stereochemistry) please mention proper stereochemistry,arrow_forward
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