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3. Rate and Selectivity in Radical-Chain Reactions

Freshman Organic Chemistry II (CHEM 125B) The reactivity-selectivity principle explains why bromine atoms are more selective that chlorine atoms in abstracting hydrogen atoms from carbon. A free-radical mechanism for adding HBr to alkenes explains its anti-Markovnikov regiospecificity. Careful analysis is required to understand kinetic order for reactions involving catalysts. Termination of radical-chain reactions can make their rate half-order in the initiator. Selectivity due to protonation of radicals and their reaction partners illustrates the importance of ionic charge in determining reaction rates. 00:00 - Chapter 1. The Reactivity-Selectivity Principle 11:11 - Chapter 2. Radical-Chain Addition of HBr to Alkenes and its "Regiochemistry" 20:23 - Chapter 3. Rates of Radical-Chain Halogenation: Rate Laws for Catalytic Cycles 36:19 - Chapter 4. Ionic Control of Radical Regiospecificity Complete course materials are available at the Open Yale Courses website: This course was recorded in Spring 2011.
Length: 46:46


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