Mechanisms - -polarizable Polar aprotic...

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Mechanism Order of Rxn Can Occur w/ or on ? Carbons Involve C+ ? # of Steps (Arrows) Rate of Rxn (1 st Step) Depends on Rate of Rxn Can Be Affected By LG Requirements Nu: Requirements Solvent Requirem ents Sn1 1 Y 2 LG Solvent Good -won’t affect rate -but more=more product distr. in its favor -polar is better -protic (>aprotic) b/c it stablizes C+ in the TS Sn2 2 N 1 LG Nu: Solvent Good -strong base -negative charge -large size (solvation)
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Unformatted text preview: -polarizable Polar aprotic (>protic) b/c it dissolves salts w/out H-bonding less solvation E1 1 1 2 Y 2 LG Nu:=Solvent=Base; if very high conc. E2 Good =base =solvent =Nu: =base E2 2 3 (1&2 competes w/ Sn2) N 1 LG Nu: Nu:=Solvent=Base Good-strong base (to attack haloalkane b4 C+ formation) =solvent =Nu: =Base (strong)...
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