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heat + Br2 -Br + HBr Cyclobutane Bromocyclobutane heat Br + Br2 -Br Bicyclobutane 1,3-Dibromocyclobutane

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter11: Reactions Of Alkyl Halides: Nucleophilic Substitutions And Eliminations

Section11.SE: Something Extra

Problem 40AP: The following Walden cycle has been carried out. Explain the results, and indicate where Walden...

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Question

Cyclobutane fracts with bromine to give bromocyclobutane, but bicyclobutane reacts with bromine to give 1,3-dibromocyclobutane. Account for the differences between the reactions of thee two compounds.

heat
+ Br2
-Br
+
HBr
Cyclobutane
Bromocyclobutane
heat
Br
+
Br2
-Br
Bicyclobutane
1,3-Dibromocyclobutane

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