Bromomethylcycloheptane has been prepared in 92% yield by the reaction shown. Write a stepwise mechanism and use curved arrows to show electron flow. The reaction was carried out in water, so use H,O* as the proton donor in your mechanism. Is the rate- determining step unimolecular (SN1) or bimolecular (SN2)? OH + HBr Br H₂O

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 8.21P
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Question 5.42
OH
5.42 Bromomethylcycloheptane has been prepared in 92% yield by the reaction shown. Write
a stepwise mechanism and use curved arrows to show electron flow. The reaction was
carried out in water, so use H3O* as the proton donor in your mechanism. Is the rate-
determining step unimolecular (SN1) or bimolecular (SN2)?
OH
5.43
Although useful in agric
+
HBr
Br
+
H₂O
nt methyl bromide is an ozone-depleting
5.4
5.
Transcribed Image Text:OH 5.42 Bromomethylcycloheptane has been prepared in 92% yield by the reaction shown. Write a stepwise mechanism and use curved arrows to show electron flow. The reaction was carried out in water, so use H3O* as the proton donor in your mechanism. Is the rate- determining step unimolecular (SN1) or bimolecular (SN2)? OH 5.43 Although useful in agric + HBr Br + H₂O nt methyl bromide is an ozone-depleting 5.4 5.
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