CHEM 211 Chapter Notes - Chapter 6.12-6.13: Organosulfate, Hyperconjugation, Trigonal Planar Molecular Geometry
8 Dec 2016
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Sn1 reactions lead to the formation of an achiral intermediate, because of the trigonal planar con guration. Chapter 6. 13: factors affecting rate of sn1 and sn2 reactions. Factors that affect rates of sn1 and sn2 reaction: structure of the substrate, concentration and reactivity of the nucleophile, effect of the solvent, nature of the leaving group. If something rapidly reacts sn1 pathway, probably will be slow on the sn2 pathway, and vice versa. Steric effect = effect on the rate of reaction caused by space- ll properties of parts attached at or near the reacting site of the molecule. Only compounds able to undergo sn1 pathway are those who are capable of forming relatively stable carbocations. Only tertiary halides react by sn1 mechanism because they are stabilized by hyper-conjugation: hammond-lef er postulate. Hammond-lef er postulate helps us visualize the transition state species: highly exergonic steps resemble the reactants more in structure, highly endergonic steps resemble the products more in structure.
