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Lecture

07-24 - SN1, E1, E2, Some Generalizations.docx

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Department
Chemistry
Course
CHEM 2OA3
Professor
Jeff Landry
Semester
Winter

Description
S N Reaction Mechanism  Nu + R-X → R (Carbocation, achiral, flat, high energy) + Nu → R-Nu  Stuff written below arrow is almost always a solvent  Since the reactant is trigonal planar (flat), equal chance of attack from above or bottom, so you’ll end up with two enantiomers  What is favored in S 1 Reactions? N o Prefers weak nucleophile o Need “good” leaving group (weak base) o Favors polar solvents  Radical Stability (all - are single electrons): o Tertiary (-CR )3> Secondary (-CR H) 2 Primary (-CRH ) > -C2 3  Carbocation Stability + + + + o CR >3CR H > 2RH >> CH 2 3  Weak nucleophile implies S 1 Necause S 2 pNetty much requires strong nucleophile E1 Unimolecular Elimination Reactions + - +  H-CH -2H -X2(halogen) → H-CH -CH + 2 → H 2=CH + H 2 2 o Rate = k[R-X]  C(CH )3 3 ----(CH OH)3 C(CH ) OCH (m3 3r) (S31) + alkeneN(>=
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