1,3-Butadiene is a gas at room temperature that requires a gas-handling apparatus to use in a Diels-Alder reaction. Butadiene sulfone is a convenient substitute for gaseous 1,3-butadiene. This sulfone is a solid at room temperature (mp 66°C), and when heated above its boiling point of 110°C, it decomposes by a reverse Diels-Alder reaction to give cis-1,3-butadiene and sulfur dioxide. Draw Lewis structures for butadiene sulfone and SO, then show by curved arrows the path of this reaction, which resembles a reverse Diels-Alder reaction. 140°C SO2 Butadiene sulfone 1,3-Butadiene Sulfur dioxide

1,3-Butadiene is a gas at room temperature that requires a gas-handling apparatus to use in a Diels-Alder reaction. Butadiene sulfone is a convenient substitute for gaseous 1,3-butadiene. This sulfone is a solid at room temperature (mp 66°C), and when heated above its boiling point of 110°C, it decomposes by a reverse Diels-Alder reaction to give cis-1,3-butadiene and sulfur dioxide. Draw Lewis structures for butadiene sulfone and SO, then show by curved arrows the path of this reaction, which resembles a reverse Diels-Alder reaction. 140°C SO2 Butadiene sulfone 1,3-Butadiene Sulfur dioxide

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter20: Dienes, Conjugated Systems, And Pericyclic Reactions

Section: Chapter Questions

Problem 20.33P

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Similar questions

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