Consider the following experimental results: When the following substitution rea

Question

Consider the following experimental results: When the following substitution reaction is carried out, the substrate and the targeted product have different configurations. Only one of the two potential optical isomers is formed and the reaction is said to proceed with inversion of configuration: When the following substitution reaction is carried out, the analysis of the products reveals the presence of a 1:1 mixture of the two possible optical isomers. The reaction is said to produce racemization (generation of a mixture of optical isomers): Analyze the two reactions represented above and generate a plausible explanation for the different outcomes. (Consider how each of the reaction mechanisms, SN1 andSN2, may affect the configuration of the products that are formed) Discuss which of the two reaction mechanisms, SN1 or SN2, allows for better control over the configuration of the products.

Explanation / Answer

a) Inversion of configuration.

b) SN1 recemic

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