Cis-1-bromo-4-isopropylcyclohexane undergoes E2 elimination, with sodium hydroxide, 5000 times faster than does trans-1-bromo-4-isopropylcyclohexane. Fully explain this reactivity difference using mechanisms which clearly show the transition state. You should draw both of these isomers in the chair form.
Cis-1-bromo-4-isopropylcyclohexane undergoes E2 elimination, with sodium hydroxide, 5000 times faster than does trans-1-bromo-4-isopropylcyclohexane. Fully explain this reactivity difference using mechanisms which clearly show the transition state. You should draw both of these isomers in the chair form.
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
Chapter9: Nucleophilic Substitution And Β-elimination
Section9.7: Experimental Evidence For E1 And E2 Mechanisms
Problem 9.7P
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Cis-1-bromo-4-isopropylcyclohexane undergoes E2 elimination, with sodium hydroxide, 5000 times faster than does trans-1-bromo-4-isopropylcyclohexane. Fully explain this reactivity difference using mechanisms which clearly show the transition state. You should draw both of these isomers in the chair form.
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