When (S)-1-bromo-1-fluoroethane reacts with sodium methoxide, an S N 2 reaction takes place in which the bromine
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When (S)-1-bromo-1-fluoroethane reacts with sodium methoxide, an SN2 reaction takes place in which the bromine atom is replaced by a methoxy group (OMe). The product of this reaction is (S)-1-fluoro-1-methoxyethane. How can it be that the starting material and the product both have the S configuration? Shouldn’t SN2 involve a change in the configuration? Draw the starting material and the product of inversion, and then explain the anomaly.
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