Testing a Mechanism: Kinetic Isotope Effects

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Presentation transcript:

Testing a Mechanism: Kinetic Isotope Effects Primary Isotope Effect - rate change due to isotopic substitution at a site of bond breaking or bond making in the rate determining step of a mechanism. Secondary Isotope Effect - rate change due to isotopic substitution at other than a site of bond breaking or bond making in the rate determining step of a mechanism.

Primary Kinetic Isotope Effect: Typical Values

Examples of Kinetic Isotope Effects

More Examples of Kinetic Isotope Effects

Secondary Kinetic Isotope Effects Differences in steric demand Hyperconjugative effects Differences in inductive effect

Examples of Secondary Kinetic Isotope Effects Differences in Steric demand

Secondary Kinetic Isotope Effects

Secondary Kinetic Isotope Effects Hyperconjugative effects

Secondary Kinetic Isotope Effects Inductive effects

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