A student wanted to know whether the greater proximity of the ucleophile to the C-2 carbon in the transition state is what causes the 1,2-addition product to be formed faster when 1,3-butadiene reacts with HCl. Therefore, she decided to investigate the reaction of 2-methyl-1,3-cyclohexadiene with HCl.Her friend told her that she should use 1-methyl-1,3-cyclohexadiene instead. Should she follow her friend’s advice?
A student wanted to know whether the greater proximity of the ucleophile to the C-2 carbon in the transition state is what causes the 1,2-addition product to be formed faster when 1,3-butadiene reacts with HCl. Therefore, she decided to investigate the reaction of 2-methyl-1,3-cyclohexadiene with HCl.Her friend told her that she should use 1-methyl-1,3-cyclohexadiene instead. Should she follow her friend’s advice?
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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A student wanted to know whether the greater proximity of the ucleophile to the C-2 carbon in the transition state is what causes the 1,2-addition product to be formed faster when 1,3-butadiene reacts with HCl. Therefore, she decided to investigate the reaction of 2-methyl-1,3-cyclohexadiene with HCl.
Her friend told her that she should use 1-methyl-1,3-cyclohexadiene instead. Should she follow her friend’s advice?
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