CHEM 125A - Freshman Organic Chemistry I
Lecture 32 - Stereotopicity and Baeyer Strain Theory. Why ethane has a rotational barrier is still debatable. Analyzing conformational and configurational stereotopicity relationships among constitutionally equivalent groups reveals a subtle discrimination in enzyme reactions. When Baeyer suggested strain-induced reactivity due to distorting bond angles away from those in an ideal tetrahedron, he assumed that the cyclohexane ring is flat. He was soon corrected by clever Sachse, but Sachse's weakness in rhetoric led to a quarter-century of confusion. (from oyc.yale.edu)
| Lecture 32 - Stereotopicity and Baeyer Strain Theory |
| Time | Lecture Chapters |
| [00:00:00] | 1. What Is the Source of the Rotational Barrier in Ethane? |
| [00:06:34] | 2. Topicity, Reactivity Difference, and Enzyme Specificity |
| [00:27:49] | 3. Baeyer's Strain-Induced Reactivity Theory: Assumptions and Weaknesses |
| [00:36:45] | 4. Sachse's Muddled Insights on Cyclohexane |
| References |
| Lecture 32 - Stereotopicity and Baeyer Strain Theory Instructor: Professor J. Michael McBride. Resources: Professor McBride's website resource for CHEM 125 (Fall 2008). Transcript [html]. Audio [mp3]. Download Video [mov]. |
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