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CHEM 212 Lecture 11

CHEM 212 Lecture 11 - ORGANIC CHEMISTRY 212 Lecture 11...

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10/5/2009 1 ORGANIC CHEMISTRY 212 Youla S. TSANTRIZOS Office: Chemistry Department Pulp & Paper, Room 108 Email: [email protected] Lecture 11 : October 6 st , 2009 Period Table
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10/5/2009 2 ORGANIC CHEMISTRY 212 Chapter 6: Substitution / Elimination reactions - S N 2 / S N 1 Substitution Reactions - Carbocation Rearrangment - E1 / E2 Elimination reactions Effects of Substituents on S N 1/ E1 Mechanism Br H 3 C H 3 C H 3 C Increasing Reactivity towards a S N 1 Substitution Reaction 1 o 1 o 2 o 3 o Increasing Reactivity towards an E1 Elimination Reaction
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10/5/2009 3 Example of E1 Elimination Reaction O C H H H H 1 o carbocation O C H H H H H + + Example of E1 Elimination Reaction O C H H H H 1 o carbocation Hydride Shift 3 o carbocation much more stable!!! H H H O C H H H H H +
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10/5/2009 4 Example of E1 Elimination Reaction O C H H H H O C H H H H H + + H H H Major Product + H H H H H Example of E1 Elimination Reaction O C H H H H 1 o carbocation Hydride Shift 3 o carbocation much more stable!!!
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