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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![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](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F05c24977-30ab-4626-b161-9fd6337a0413%2Fa9f5e80c-9cc8-4d7a-a49d-2ea76ebd649c%2Fk4a8okxi.jpeg&w=3840&q=75)
Transcribed Image Text: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
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