(b) Treating cyclohexene with HBr in the presence of acetic acid gives bromocyclohexane (85%) and cyclohexyl acetate (15%). Propose a mechanism for the formation of the latter product using curly arrows. Lon, Br оссн, CH,COH + HBr 85% 15%

(b) Treating cyclohexene with HBr in the presence of acetic acid gives bromocyclohexane (85%) and cyclohexyl acetate (15%). Propose a mechanism for the formation of the latter product using curly arrows. Lon, Br оссн, CH,COH + HBr 85% 15%

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

Chapter20: Dienes, Conjugated Systems, And Pericyclic Reactions

Section: Chapter Questions

Problem 20.42P: Bicyclo-2,5-heptadiene can be prepared in two steps from cyclopentadiene and vinyl chloride. Provide...

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Question

(b) Treating cyclohexene with HBr in the presence of acetic acid gives bromocyclohexane (85%) and
cyclohexyl acetate (15%). Propose a mechanism for the formation of the latter product using curly
arrows.
Br
оссH,
CH,COH
+ HBr
85%
15%

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