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Lect21_1010 - 14E The Nature of the Leaving Group SN1...

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Ch. 6 - 1 14E. The Nature of the Leaving Group 14E. The Nature of the Leaving Group + S N 1 Reaction: S N 2 Reaction:
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Ch. 6 - 2 + H a strong basic anion a poor leaving group weak base a good leaving group
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Ch. 6 - 3 15. Elimination Reactions of Alkyl Halides Substitution reaction (S N ) and elimination reaction (E) are processes in competition with each other
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Ch. 6 - 4 Conjugate base of alcohols is often used as the base in dehydrohalogenations R O + Na + H 2 R O H R O + Na + H 2 Na NaH t 15A. 15A. Dehydrohalogenation Dehydrohalogenation
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Ch. 6 - 5 CH 3 CHBrCH 3 + EtO - T.S. CH 2 =CHCH 3 + EtOH + Br - Free Energy Reaction Coordinate Free Energy Diagram of E2 Reaction Free Energy Diagram of E2 Reaction G E2 reaction has ONE transition state Second-order overall bimolecular Rate = k[CH 3 CHBrCH 3 ][EtO ]
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Ch. 6 - 6 E1: Unimolecular elimination H 2 O as nucleophile 17. The E1 Reaction
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Ch. 6 - 7 Free Energy Diagram of E1 Reaction Free Energy Diagram of E1 Reaction
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