Concept explainers
Interpretation:
The complete, detailed mechanism for the reaction is to be drawn that shows the racemization at the alpha carbon.
Concept introduction:
An
The carbanion formed as an intermediate in the first step has a trigonal pyramidal geometry, but due to the delocalization of electrons, the carbon atom in the carbanion develops a planar geometry. Thus, the upcoming nucleophile can attack from either sides, which yields a mixture of both R and S enantiomers.
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Organic Chemistry: Principles and Mechanisms (Second Edition)
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- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning