Textbook QuestionHow would the following substituents affect the rate of a Diels–Alder reaction? b. an electron-donating substituent in the dienophile460views
Textbook QuestionHow would the following substituents affect the rate of a Diels–Alder reaction? a. an electron-donating substituent in the diene407views
Textbook QuestionWrite a general rule that can be used to predict the major product of a Diels–Alder reaction between an alkene with an electron-withdrawing substituent and a diene with a substituent that can donate electrons by resonance depending on the location of the substituent on the diene.384views
Textbook Questiona. The A ring of cortisone (a steroid) is formed by a Diels–Alder reaction using the two reactants shown here. What is the product of this reaction?311views
Textbook Questionb. The C ring of estrone (a steroid) is formed by a Diels–Alder reaction using the two reactants shown here. What is the product of this reaction?354views
Textbook QuestionAs many as 18 different Diels–Alder products can be obtained by heating a mixture of 1,3-butadiene and 2-methyl-1,3-butadiene. Identify the products.247views
Textbook QuestionHow would the following substituents affect the rate of a Diels–Alder reaction? c. an electron-withdrawing substituent in the diene350views
Textbook Questiona. Which dienophile in each pair is more reactive in a Diels–Alder reaction? 1.366views
Textbook Questiona. Which dienophile in each pair is more reactive in a Diels–Alder reaction? 2.271views
Textbook QuestionPredict the products of the following proposed Diels–Alder reactions. Include stereochemistry where appropriate. (a) 479views
Textbook QuestionPredict the products of the following proposed Diels–Alder reactions. Include stereochemistry where appropriate. (a) (b) (c) 866views
Textbook QuestionPredict the products of the following proposed Diels–Alder reactions. Include stereochemistry where appropriate. (d) 781views
Textbook QuestionPredict the major product for each proposed Diels–Alder reaction. Include stereochemistry where appropriate. (a) 854views
Textbook QuestionThe highly reactive triple bond of benzyne is a powerful dienophile. Predict the product of the Diels–Alder reaction of benzyne (from chlorobenzene and NaOH, heated) with cyclopentadiene.597views
Textbook Question(•) Provide a mechanism of the Diels–Alder reaction shown and predict the regioisomer that will form.328views
Textbook Question(••••) While not covered explicitly in this chapter, the ene reaction occurs similarly to the Diels–Alder reaction but replaces the electrons from one bond in the diene with the electrons in a C―H bond. Draw the mechanism for the following reaction. [Number the carbons and draw in the hydrogens of the product. And, of course, make a note of bonds formed and bonds broken.]320views
Textbook QuestionDiene A participates in a fast and efficient Diels–Alder reaction with maleic anhydride, the powerful dienophile from Assessment 22.9. However, the related diene B does not undergo a Diels–Alder reaction. Why?421views
Textbook QuestionPredict the product of the following Diels–Alder reactions. Where a racemic mixture is produced, show both enantiomers and explain how each is formed. (d)420views
Textbook QuestionFigure 22.16(a) shows a unique example where the Diels–Alder reaction gives a single product (no enantiomers) regardless of whether the diene attacks the dienophile from the top or bottom. (a) Show the product of the diene attacking from the bottom and confirm that the same product is obtained. (b) What is special about this product that makes this true?325views
Textbook QuestionAssuming the diene approaches the dienophile from the top, predict the product of the following Diels–Alder reactions. (c)336views
Textbook QuestionIn each Diels–Alder reaction shown, predict the product that will result. (a)324views
Textbook QuestionIn each Diels–Alder reaction shown, predict the product that will result. (c)482views
Textbook Question(••) Predict the product of the following reactions. [When all of the reactions from this chapter are shown together, you must first decide which type of reaction each is. Is it a Diels–Alder, an electrocyclic, or a sigmatropic rearrangement? Drawing the product will be easier once this determination is made.] (a)366views
Textbook QuestionPredict the products of the following proposed Diels–Alder reactions. Include stereochemistry where appropriate.(e) <IMAGE>(f) <IMAGE>241views
Textbook QuestionAn important variation of the Diels–Alder reaction is intramolecular, in which the diene and the dienophile are connected. This type of Diels–Alder reaction makes two new rings. Draw the compound produced in each of these examples; try to predict stereochemistry (using models will help). In some cases, Lewis acid catalysts are used; that can be ignored for this problem.(a) <IMAGE>(b) <IMAGE>227views
Textbook QuestionPredict the products of the following proposed Diels–Alder reactions.(f) <IMAGE>210views
Textbook QuestionIn Solved Problem 15-2 we predicted that the products would have a 1,2- or 1,4-relationship of the proper substituents. Draw the charge-separated resonance forms of the reactants to support these predictions.(a) <IMAGE>(b) <IMAGE>326views
Textbook QuestionAn important variation of the Diels–Alder reaction is intramolecular, in which the diene and the dienophile are connected. This type of Diels–Alder reaction makes two new rings. Draw the compound produced in each of these examples; try to predict stereochemistry (using models will help). In some cases, Lewis acid catalysts are used; that can be ignored for this problem.(c) <IMAGE>132views
Textbook QuestionAn important variation of the Diels–Alder reaction is intramolecular, in which the diene and the dienophile are connected. This type of Diels–Alder reaction makes two new rings. Draw the compound produced in each of these examples; try to predict stereochemistry (using models will help). In some cases, Lewis acid catalysts are used; that can be ignored for this problem.(d) <IMAGE>135views
Textbook QuestionWhat is the major product when the X substituent in X reaction is bonded to X-2 of the diene rather than to X-1? <Image>188views
Textbook QuestionExplain why the following compounds are not optically active:a. the product obtained from the reaction of 1,3-butadiene with cis-1,2-dichloroethene208views
Textbook QuestionExplain why the following compounds are not optically active:b. the product obtained from the reaction of 1,3-butadiene with trans-1,2-dichloroethene164views
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