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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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
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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