1,3-butadiene reacting with Cl2 in CH2C12 results in 3,4-dichloro-1-butene as major product at -80°C, while if these reagents are mixed at 40°C, the major product will be (E)- 1,4-dichloro-2-butene. a. Label the 1,2-addition product and the 1,4-addition product. b. Label the kinetic product and the thermodynamic product. c. Explain why one product is favoured at higher temperatures and the other is favoured at lower temperatures.

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
Chapter8: Haloalkanes, Halogenation, And Radical Reactions
Section: Chapter Questions
Problem 8.28P
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1,3-butadiene reacting with Cl2 in CH2C12 results in 3,4-dichloro-1-butene as major
product at -80°C, while if these reagents are mixed at 40°C, the major product will be (E)-
1,4-dichloro-2-butene.
a. Label the 1,2-addition product and the 1,4-addition product.
b. Label the kinetic product and the thermodynamic product.
c. Explain why one product is favoured at higher temperatures and the other is
favoured at lower temperatures.
Transcribed Image Text:1,3-butadiene reacting with Cl2 in CH2C12 results in 3,4-dichloro-1-butene as major product at -80°C, while if these reagents are mixed at 40°C, the major product will be (E)- 1,4-dichloro-2-butene. a. Label the 1,2-addition product and the 1,4-addition product. b. Label the kinetic product and the thermodynamic product. c. Explain why one product is favoured at higher temperatures and the other is favoured at lower temperatures.
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