Bromine reacts with alkenes in methanol according to the equation: - When this reaction was carried out with 4-tert-butylcyclohexene, only one isomer was formed with the molecular formula C12H23BrO (80% yield). Which of the following is the structure more reasonable for this compound?. Explain your reasoning through a corresponding mechanism.

Chemistry: Principles and Practice
3rd Edition
ISBN:9780534420123
Author:Daniel L. Reger, Scott R. Goode, David W. Ball, Edward Mercer
Publisher:Daniel L. Reger, Scott R. Goode, David W. Ball, Edward Mercer
Chapter19: Transitition Metals, Coordination Chemistry And Metallurgy
Section: Chapter Questions
Problem 19.41QE
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Bromine reacts with alkenes in methanol according to the equation:

- When this reaction was carried out with 4-tert-butylcyclohexene, only one isomer was formed with the molecular formula C12H23BrO (80% yield). Which of the following is the structure more reasonable for this compound?. Explain your reasoning through a
corresponding mechanism.

 

R2C=CR2
CH;OH
Br2
R2C-CR2
HBr
+
+
Br OCH3
Transcribed Image Text:R2C=CR2 CH;OH Br2 R2C-CR2 HBr + + Br OCH3
Br
Br
CH3
OCH3
-CH3
-CH3
-OCH3
-OCH3
CH3
ÓCH3
Br
Br
А
D
Transcribed Image Text:Br Br CH3 OCH3 -CH3 -CH3 -OCH3 -OCH3 CH3 ÓCH3 Br Br А D
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