CHEM 125b - Lecture 10 - Cation Intermediates – Alkenes: Formation, Addition, and Stability

Lecture 10 - Cation Intermediates – Alkenes: Formation, Addition, and Stability

Overview

Bridged pentavalent carbon structures can be intermediates or transition states of cation rearrangement during SN1 reactions, and short-lived ion pairs explain net stereochemical inversion. The different perspectives of preparative organic chemists and mechanistic organic chemists on reaction yields are illustrated by a study designed to demonstrate that molecular rotation can be rate-limiting in viscous solvents. "Electrophilic" addition to alkenes is the reverse of E2 or E1 reaction, and its mechanisms can be studied by analogous techniques. The NIST Webbook provides thermochemical data to help understand the relative stability of isomeric alkenes.

Resources

Professor McBride's website resource for CHEM 125b (Spring 2011)

https://webspace.yale.edu/chem125/

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