Textbook QuestionWhile attempting to recrystallize maleic anhydride, a student dissolved it in freshly distilled cyclopentadiene rather than in freshly distilled cyclopentane. Was her recrystallization successful? 505views
Textbook QuestionPredict the products of the following proposed Diels–Alder reactions. (c) 1118views1comments
Textbook QuestionPredict the products of the following reactions. (d) furan + trans-1,2-dicyanoethylene1094views1rank
Textbook QuestionPredict the major product for each proposed Diels–Alder reaction. Include stereochemistry where appropriate. (a) 862views
Textbook QuestionPredict the products of the following proposed Diels–Alder reactions. Include stereochemistry where appropriate. (d) 782views
Textbook QuestionPredict the products of the following proposed Diels–Alder reactions. Include stereochemistry where appropriate. (a) (b) (c) 870views
Textbook QuestionGive the structures of the products represented by letters in this synthesis.Part 3:E (C8H12) + H (C3H4O2) + Heat —> I (C11H16O2)243views
Textbook QuestionThe diene lactone shown in part (a) has one electron-donating group (-OR) and one electron-withdrawing group (C=O). This diene lactone is sufficiently electron-rich to serve as the diene in a Diels–Alder reaction.<IMAGE>(b) The Diels–Alder product A is not very stable. Upon mild heating, it reacts to produce CO2 gas and methyl benzoate (PhCOOCH3), a very stable product. Explain how this strongly exothermic decarboxylation takes place. (Hint: Under the right conditions, the Diels–Alder reaction can be reversible.)240views
Textbook QuestionFuran and maleimide undergo a Diels–Alder reaction at 25 °C to give the endo isomer of the product. When the reaction takes place at 90 °C, however, the major product is the exo isomer. Further study shows that the endo isomer of the product isomerizes to the exo isomer at 90 °C.<IMAGE>(a) Draw and label the endo and exo isomers of the Diels–Alder adduct of furan and maleimide.172views
Textbook QuestionFuran and maleimide undergo a Diels–Alder reaction at 25 °C to give the endo isomer of the product. When the reaction takes place at 90 °C, however, the major product is the exo isomer. Further study shows that the endo isomer of the product isomerizes to the exo isomer at 90 °C.<IMAGE>(b) Which isomer of the product would you usually expect from this reaction? Explain why this isomer is usually favored.369views
Textbook Question1,4-Benzoquinone is a good Diels–Alder dienophile. Predict the products of its reaction with(a) buta-1,3-diene(b) cyclopenta-1,3-diene241views
Textbook QuestionCyclopentadiene can react with itself in a Diels–Alder reaction. Draw the endo and exo products.82views
Textbook QuestionRecall (Section 16-10) that two positions of anthracene sometimes react more like polyenes than like aromatic compounds.<IMAGE>(b) The Diels–Alder reaction of anthracene with maleic anhydride is a common organic lab experiment. Predict the product of this Diels–Alder reaction.153views
Textbook QuestionShow the product of the Diels–Alder dimerization of cyclobutadiene. (This reaction is similar to the dimerization of cyclopentadiene, discussed in Section 15-11.)170views
Textbook QuestionFuran and maleimide undergo a Diels–Alder reaction at 25 °C to give the endo isomer of the product. When the reaction takes place at 90 °C, however, the major product is the exo isomer. Further study shows that the endo isomer of the product isomerizes to the exo isomer at 90 °C.<IMAGE>(c) Examine your answer to (b) and determine whether this answer applies to a reaction that is kinetically controlled or one that is thermodynamically controlled, or both.123views