Pure (S)-2-bromo-2-fluorobutane reacts with methoxide ion in methanol to give a mixture of (S)-2-fluoro-2-methoxybutane and three fluoroalkenes.(a) Use mechanisms to show which three fluoroalkenes are formed.(b) Propose a mechanism to show how (S)-2-bromo-2-fluorobutane reacts to give (S)-2-fluoro-2-methoxybutane. Has thisreaction gone with retention or inversion of configuration?

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter30: Orbitals And Organic Chemistry: Pericyclic Reactions
Section30.SE: Something Extra
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Pure (S)-2-bromo-2-fluorobutane reacts with methoxide ion in methanol to give a mixture of (S)-2-fluoro-2-
methoxybutane and three fluoroalkenes.
(a) Use mechanisms to show which three fluoroalkenes are formed.
(b) Propose a mechanism to show how (S)-2-bromo-2-fluorobutane reacts to give (S)-2-fluoro-2-methoxybutane. Has this
reaction gone with retention or inversion of configuration?

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