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Pure (S)-2-bromo-2-fluorobutane reacts with methoxide ion

Chapter 8, Problem 73SP

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QUESTION:

Problem 73SP

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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QUESTION:

Problem 73SP

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?

ANSWER:

a).

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