Question: IN REFERENCE TO KLOPMAN-SALEM EQUATION Question 6. Consider 1) the HMO analysis for a generic enolate (shown below). (2) the competitive alkylation of the sodium

IN REFERENCE TO KLOPMAN-SALEM EQUATION  IN REFERENCE TO KLOPMAN-SALEM EQUATION Question 6. Consider 1) the HMO

Question 6. Consider 1) the HMO analysis for a generic enolate (shown below). (2) the competitive alkylation of the sodium enolate A at either the carbon or oxygen of the enolate ion, and (3) the data provided in the accompanying table, which lists the ratio of rates of reaction at carbon (ke) versus oxygen (ko) 900 E 888 hloe ON EtX X group B TO TIO (CF SO, >100 50 66 37 ACAO enolate A 868 Clearty the identity of the electrophile is important in the reaction outcome as the selectivity for alkylation of the a-carbon with ethyl fodide is two orders of magnitude higher (k/ks = 100) than it ethyl tosylate (k/k = 6.6) or ethyl triflate (kdk - 3.7) are used What does this data reveal about the structure and reactivity of the electrophiles that would be hidden if they were reacted with NaoMe instead of enolate A? You answer should include (1) consideration/application of HMO theory, and (2) a relation of the data to the K-S equation

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